(S)-2-Acetamido-5-amino-N-((S)-1-(((S)-4-guanidino-1-oxo-1-((2-(4-(3-((1-(2-oxo-2-(11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-5-yl)ethyl)piperidin-4-yl)propyl)piperazin-1-yl)ethyl)amino)butan-2-yl)amino)-1-oxopropan-2-yl)pentanamide pentakis(trifluoroacetate)

ID: ALA4856659

PubChem CID: 164613558

Max Phase: Preclinical

Molecular Formula: C54H72F15N13O16

Molecular Weight: 874.11

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](CCNC(=N)N)NCCN1CCN(CCCC2CCN(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/C44H67N13O6.5C2HF3O2/c1-30(40(60)53-43(63)36(12-7-18-45)51-31(2)58)50-42(62)35(15-19-49-44(46)47)48-20-24-55-27-25-54(26-28-55)21-8-9-32-16-22-56(23-17-32)29-39(59)57-37-13-5-3-10-33(37)41(61)52-34-11-4-6-14-38(34)57;5*3-2(4,5)1(6)7/h3-6,10-11,13-14,30,32,35-36,48H,7-9,12,15-29,45H2,1-2H3,(H,50,62)(H,51,58)(H,52,61)(H4,46,47,49)(H,53,60,63);5*(H,6,7)/t30-,35-,36+;;;;;/m0...../s1

Standard InChI Key: PRPSLWLCCSUXRU-PFJBEOSVSA-N

Molfile:

     RDKit          2D

 98 97  0  0  0  0  0  0  0  0999 V2000
   36.4514  -28.3605    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.0469  -27.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6378  -28.3579    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.7547  -27.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3391  -27.2460    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.7547  -26.4287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.4625  -27.6547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9548  -24.4829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3005  -23.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8223  -23.0578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1255  -23.6547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8956  -24.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2413  -23.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0628  -23.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4085  -22.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2334  -22.3712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3739  -24.7013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0742  -24.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5958  -23.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7250  -24.8535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2199  -27.3333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5657  -26.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8655  -27.1834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3873  -26.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0874  -25.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4331  -25.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7328  -25.7583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5578  -25.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4252  -24.2541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0361  -26.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9035  -24.9301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4521  -27.2284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9701  -27.8706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7820  -27.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0732  -26.9659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5492  -26.3297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7363  -26.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8838  -26.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4072  -27.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1891  -26.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3680  -26.5890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9297  -25.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3111  -25.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8791  -24.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0522  -24.4918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6618  -25.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0954  -25.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6138  -23.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0000  -23.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5615  -22.3660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2492  -21.0447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9581  -20.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7383  -20.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0028  -21.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8070  -21.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3522  -21.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0783  -20.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2670  -20.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7401  -22.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1558  -21.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3568  -22.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1387  -22.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7294  -23.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5299  -23.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8733  -19.7920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8246  -23.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6275  -27.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1942  -24.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6701  -25.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5389  -23.8769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5826  -22.3647    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.1781  -21.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7690  -22.3621    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.8859  -21.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4703  -21.2502    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.8859  -20.4329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5937  -21.6588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3307  -21.7818    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.9262  -21.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5171  -21.7792    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.6340  -20.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2184  -20.6673    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.6340  -19.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3418  -21.0760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7034  -21.5319    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.2988  -20.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8898  -21.5293    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.0066  -20.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5910  -20.4175    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.0066  -19.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7144  -20.8261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5347  -21.1989    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.1302  -20.4930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7211  -21.1963    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.8380  -20.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4224  -20.0843    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.8380  -19.2670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.5458  -20.4930    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
  9 11  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 12 17  1  1
 12 18  1  0
 18 19  2  0
 18 20  1  0
 24 27  1  0
 31 20  1  0
 21 22  1  0
 22 24  1  0
 24 23  2  0
 22 25  1  1
 25 26  1  0
 26  8  1  0
 27 28  1  0
 28 31  1  0
 31 29  2  0
 28 30  1  6
 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
 40 41  1  0
 41 42  1  0
 42 43  1  0
 42 47  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 45 48  1  0
 48 49  1  0
 49 50  1  0
 50 59  1  0
 50 54  1  0
 60 51  1  0
 51 52  1  0
 53 52  1  0
 53 54  2  0
 54 55  1  0
 55 56  2  0
 56 57  1  0
 57 58  2  0
 58 53  1  0
 59 60  2  0
 60 61  1  0
 61 62  2  0
 62 63  1  0
 63 64  2  0
 64 59  1  0
 52 65  2  0
 49 66  2  0
 40 67  1  0
 67 32  1  0
 39 21  1  0
 17 68  1  0
 68 69  1  0
 68 70  2  0
 72 71  1  0
 73 72  1  0
 72 74  1  0
 72 75  1  0
 74 76  2  0
 74 77  1  0
 79 78  1  0
 80 79  1  0
 79 81  1  0
 79 82  1  0
 81 83  2  0
 81 84  1  0
 86 85  1  0
 87 86  1  0
 86 88  1  0
 86 89  1  0
 88 90  2  0
 88 91  1  0
 93 92  1  0
 94 93  1  0
 93 95  1  0
 93 96  1  0
 95 97  2  0
 95 98  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: 874.11	Molecular Weight (Monoisotopic): 873.5337	AlogP: 0.25	#Rotatable Bonds: 21
Polar Surface Area: 263.45	Molecular Species: BASE	HBA: 12	HBD: 9
#RO5 Violations: 3	HBA (Lipinski): 19	HBD (Lipinski): 11	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.38	CX Basic pKa: 12.00	CX LogP: -2.20	CX LogD: -7.12
Aromatic Rings: 2	Heavy Atoms: 63	QED Weighted: 0.06	Np Likeness Score: -0.31

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)-4-guanidino-1-oxo-1-((2-(4-(3-((1-(2-oxo-2-(11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-5-yl)ethyl)piperidin-4-yl)propyl)piperazin-1-yl)ethyl)amino)butan-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