(S)-2-Acetamido-5-guanidino-N-((S)-1-oxo-1-((2-oxo-2-((2-oxo-2-((1-(2-oxo-2-(11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-5-yl)ethyl)piperidin-4-yl)amino)ethyl)amino)ethyl)amino)propan-2-yl)pentanamidebis(trifluoroacetate)

ID: ALA4847458

PubChem CID: 164614363

Max Phase: Preclinical

Molecular Formula: C39H49F6N11O11

Molecular Weight: 733.83

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC(=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C)NC(=O)CNCC(=O)NC1CCN(CC(=O)N2c3ccccc3NC(=O)c3ccccc32)CC1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI: InChI=1S/C35H47N11O7.2C2HF3O2/c1-21(32(51)44-26(34(53)41-22(2)47)10-7-15-39-35(36)37)40-29(48)18-38-19-30(49)42-23-13-16-45(17-14-23)20-31(50)46-27-11-5-3-8-24(27)33(52)43-25-9-4-6-12-28(25)46;2*3-2(4,5)1(6)7/h3-6,8-9,11-12,21,23,26,38H,7,10,13-20H2,1-2H3,(H,40,48)(H,42,49)(H,43,52)(H,44,51)(H4,36,37,39)(H,41,47,53);2*(H,6,7)/t21-,26-;;/m0../s1

Standard InChI Key: DUZQMRRXRBMKDI-OWXRPFKXSA-N

Molfile:

     RDKit          2D

 67 68  0  0  0  0  0  0  0  0999 V2000
   11.4022  -20.7709    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.9970  -20.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5874  -20.7683    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.7059  -19.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2882  -19.6549    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.7059  -18.8364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4147  -20.0641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8928  -23.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3223  -23.7100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6083  -24.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6098  -24.9511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3253  -25.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0378  -24.1208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3267  -26.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0393  -24.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0349  -22.4691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0335  -21.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3180  -21.2306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7517  -21.2281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7589  -25.3592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4730  -24.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1899  -26.1846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1884  -25.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4716  -24.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7560  -23.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7546  -22.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9025  -24.9436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9011  -24.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6193  -23.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1856  -23.7051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9954  -22.8930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1656  -22.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5177  -22.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7529  -22.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6404  -23.1570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2971  -23.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0596  -23.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8781  -23.4723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2253  -22.9699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4631  -23.2852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9411  -24.3577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6371  -23.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0393  -22.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8481  -22.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1343  -21.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6114  -21.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7958  -21.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5121  -22.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4127  -24.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7320  -24.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8098  -25.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5639  -25.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2397  -25.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1658  -24.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8106  -23.5330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3349  -22.1522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9260  -22.2093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5805  -22.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4745  -23.5264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3409  -22.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8161  -21.0211    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.4110  -20.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0014  -21.0185    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.1199  -19.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7021  -19.9051    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.1199  -19.0866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8287  -20.3143    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
 10 11  1  0
 15 20  1  0
 23 27  1  0
  8 10  1  0
 10  9  2  0
 11 12  1  0
 12 15  1  0
 15 13  2  0
 12 14  1  6
 16 17  1  0
 17 18  1  0
 17 19  2  0
 20 21  1  0
 21 23  1  0
 23 22  2  0
 21 24  1  1
 24 25  1  0
 25 26  1  0
 26 16  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 32 33  1  0
 32 37  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 35 38  1  0
 38 39  1  0
 39 40  1  0
 40 49  1  0
 40 44  1  0
 50 41  1  0
 41 42  1  0
 43 42  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 46 47  1  0
 47 48  2  0
 48 43  1  0
 49 50  2  0
 50 51  1  0
 51 52  2  0
 52 53  1  0
 53 54  2  0
 54 49  1  0
 42 55  2  0
 39 56  2  0
 32 57  1  0
 57 58  1  0
 58 59  2  0
 58 60  1  0
 60 31  1  0
 31  8  1  0
 62 61  1  0
 63 62  1  0
 62 64  1  0
 62 65  1  0
 64 66  2  0
 64 67  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: 733.83	Molecular Weight (Monoisotopic): 733.3660	AlogP: -1.00	#Rotatable Bonds: 15
Polar Surface Area: 260.05	Molecular Species: BASE	HBA: 10	HBD: 9
#RO5 Violations: 2	HBA (Lipinski): 18	HBD (Lipinski): 10	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.51	CX Basic pKa: 11.94	CX LogP: -3.87	CX LogD: -5.68
Aromatic Rings: 2	Heavy Atoms: 53	QED Weighted: 0.06	Np Likeness Score: -0.64

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-guanidino-N-((S)-1-oxo-1-((2-oxo-2-((2-oxo-2-((1-(2-oxo-2-(11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-5-yl)ethyl)piperidin-4-yl)amino)ethyl)amino)ethyl)amino)propan-2-yl)pentanamidebis(trifluoroacetate)

Names and Identifiers

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source