(S)-2-Acetamido-5-amino-N-((S)-1-(((S)-5-guanidino-1-oxo-1-((2-(4-(3-oxo-3-((1-(2-oxo-2-(11-oxo-10,11-dihydro-5Hdibenzo(b,eff1,4Idiazepin-5-yl)ethyl)piperidin-4-yl)amino)propyl)piperazin-1-3/1)ethyl)amino)pentan-2-yl)amino)-1-oxopropan-2-yl)pentanamide pentakis(trifluoroacetate)

ID: ALA4865939

PubChem CID: 164620906

Max Phase: Preclinical

Molecular Formula: C55H73F15N14O17

Molecular Weight: 917.13

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC(=O)N[C@H](CCCN)C(=O)NC(=O)[C@H](C)NC(=O)[C@H](CCCNC(=N)N)NCCN1CCN(CCC(=O)NC2CCN(CC(=O)N3c4ccccc4NC(=O)c4ccccc43)CC2)CC1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI: InChI=1S/C45H68N14O7.5C2HF3O2/c1-30(41(63)55-44(66)36(11-7-18-46)52-31(2)60)51-43(65)35(12-8-19-50-45(47)48)49-20-24-57-27-25-56(26-28-57)23-17-39(61)53-32-15-21-58(22-16-32)29-40(62)59-37-13-5-3-9-33(37)42(64)54-34-10-4-6-14-38(34)59;5*3-2(4,5)1(6)7/h3-6,9-10,13-14,30,32,35-36,49H,7-8,11-12,15-29,46H2,1-2H3,(H,51,65)(H,52,60)(H,53,61)(H,54,64)(H4,47,48,50)(H,55,63,66);5*(H,6,7)/t30-,35-,36+;;;;;/m0...../s1

Standard InChI Key: BSYIIOHLKCQPKB-PFJBEOSVSA-N

Molfile:

     RDKit          2D

101100  0  0  0  0  0  0  0  0999 V2000
    7.9303  -19.5765    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.5257  -18.8707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1167  -19.5739    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.2336  -18.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8179  -18.4620    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.2336  -17.6446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9415  -18.8707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2810  -17.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8058  -16.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6196  -16.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1436  -16.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9575  -16.3860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5702  -18.1612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4672  -17.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1780  -16.4773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9425  -17.8897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3841  -18.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6739  -19.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9088  -17.6586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9226  -15.9344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6326  -15.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8189  -15.0287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1574  -14.5261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9275  -19.3936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4521  -18.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5552  -19.6649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2661  -18.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1629  -17.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6870  -17.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3978  -16.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7907  -18.2525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6046  -18.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8394  -16.9800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8937  -19.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1286  -17.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5581  -17.6477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7531  -18.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5470  -18.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1448  -18.1294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9577  -17.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1578  -17.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9380  -18.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1335  -19.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7394  -16.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9940  -16.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9233  -15.3047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1755  -14.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1173  -14.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3645  -13.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6929  -14.2155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7633  -15.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4968  -15.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9452  -13.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8768  -13.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1460  -12.6568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530  -11.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5155  -11.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7045  -11.4820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3330  -12.2229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6912  -12.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4773  -13.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7508  -13.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1840  -14.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786  -14.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1284  -13.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950  -10.8350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6317  -10.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3973  -10.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417  -10.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9083  -11.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5540  -12.5723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169  -16.5997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8105  -17.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5126  -12.8724    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.1082  -12.1664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6991  -12.8698    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.8160  -11.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4002  -11.7577    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.8160  -10.9405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5239  -12.1664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8850  -12.9140    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.4804  -12.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0713  -12.9114    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.1883  -11.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7725  -11.7994    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.1883  -10.9821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8961  -12.2081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6743  -12.9140    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.2697  -12.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8606  -12.9114    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.9776  -11.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5619  -11.7994    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.9776  -10.9821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6854  -12.2081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7240  -18.6188    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3194  -17.9129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9103  -18.6162    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0273  -17.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6116  -17.5042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0273  -16.6869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7351  -17.9129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  2  4  1  0
  2  5  1  0
  4  6  2  0
  4  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  8 13  1  1
  8 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 17 19  2  0
 27 31  1  0
 35 16  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 24 25  1  0
 25 27  1  0
 27 26  2  0
 25 28  1  1
 28 29  1  0
 29 30  1  0
 30 20  1  0
 31 32  1  0
 32 35  1  0
 35 33  2  0
 32 34  1  6
 36 37  1  0
 36 41  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 39 42  1  0
 42 43  1  0
 45 44  1  0
 46 45  1  0
 47 46  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 47 52  1  0
 50 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  1  0
 57 56  2  0
 57 58  1  0
 59 58  1  0
 60 59  1  0
 61 60  2  0
 55 61  1  0
 62 61  1  0
 63 62  2  0
 64 63  1  0
 65 64  2  0
 60 65  1  0
 58 66  2  0
 67 57  1  0
 68 67  2  0
 69 68  1  0
 70 69  2  0
 56 70  1  0
 54 71  2  0
 45 72  2  0
 44 73  1  0
 73 36  1  0
 43 24  1  0
 75 74  1  0
 76 75  1  0
 75 77  1  0
 75 78  1  0
 77 79  2  0
 77 80  1  0
 82 81  1  0
 83 82  1  0
 82 84  1  0
 82 85  1  0
 84 86  2  0
 84 87  1  0
 89 88  1  0
 90 89  1  0
 89 91  1  0
 89 92  1  0
 91 93  2  0
 91 94  1  0
 96 95  1  0
 97 96  1  0
 96 98  1  0
 96 99  1  0
 98100  2  0
 98101  1  0
M  END

Associated Targets(Human)

CHRM3 Tclin Muscarinic acetylcholine receptors; M2 & M3 (708 Activities)

Discover Target: CHRM3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHRM1 Tclin Muscarinic acetylcholine receptors; M1 & M2 (498 Activities)

Discover Target: CHRM1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

Discover Target: CHRM1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)

Discover Target: CHRM2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHRM3 Tclin Muscarinic acetylcholine receptor M3 (7750 Activities)

Discover Target: CHRM3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHRM4 Tclin Muscarinic acetylcholine receptor M4 (6041 Activities)

Discover Target: CHRM4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHRM5 Tclin Muscarinic acetylcholine receptor M5 (4677 Activities)

Discover Target: CHRM5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHRM4 Tclin Muscarinic acetylcholine receptor M2 and M4 (224 Activities)

Discover Target: CHRM4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHRM2 Tclin Muscarinic acetylcholine receptor M2 and M5 (162 Activities)

Discover Target: CHRM2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Unknown	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 917.13	Molecular Weight (Monoisotopic): 916.5395	AlogP: -0.88	#Rotatable Bonds: 22
Polar Surface Area: 292.55	Molecular Species: BASE	HBA: 13	HBD: 10
#RO5 Violations: 3	HBA (Lipinski): 21	HBD (Lipinski): 12	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.38	CX Basic pKa: 11.98	CX LogP: -3.81	CX LogD: -8.48
Aromatic Rings: 2	Heavy Atoms: 66	QED Weighted: 0.04	Np Likeness Score: -0.55

References

1. Weinhart CG, Wifling D, Schmidt MF, Neu E, Höring C, Clark T, Gmeiner P, Keller M.. (2021) Dibenzodiazepinone-type muscarinic receptor antagonists conjugated to basic peptides: Impact of the linker moiety and unnatural amino acids on M₂R selectivity., 213 [PMID:33571911] [10.1016/j.ejmech.2021.113159]

(S)-2-Acetamido-5-amino-N-((S)-1-(((S)-5-guanidino-1-oxo-1-((2-(4-(3-oxo-3-((1-(2-oxo-2-(11-oxo-10,11-dihydro-5Hdibenzo(b,eff1,4Idiazepin-5-yl)ethyl)piperidin-4-yl)amino)propyl)piperazin-1-3/1)ethyl)amino)pentan-2-yl)amino)-1-oxopropan-2-yl)pentanamide pentakis(trifluoroacetate)

Names and Identifiers

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source