(S)-N-((R)-1-Carboxy-2-phenyl-ethyl)-3-(2-{(S)-5-guanidino-2-[(2,3,4,9-tetrahydro-1H-beta-carboline-3-carbonyl)-amino]-pentanoylamino}-acetylamino)-succinamic acid

ID: ALA2371187

Chembl Id: CHEMBL2371187

PubChem CID: 73348563

Max Phase: Preclinical

Molecular Formula: C33H41N9O8

Molecular Weight: 691.75

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@@H]1Cc2c([nH]c3ccccc23)CN1)C(=O)NCC(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C33H41N9O8/c34-33(35)36-12-6-11-22(41-30(47)23-14-20-19-9-4-5-10-21(19)39-26(20)16-37-23)29(46)38-17-27(43)40-24(15-28(44)45)31(48)42-25(32(49)50)13-18-7-2-1-3-8-18/h1-5,7-10,22-25,37,39H,6,11-17H2,(H,38,46)(H,40,43)(H,41,47)(H,42,48)(H,44,45)(H,49,50)(H4,34,35,36)/t22-,23-,24-,25+/m0/s1

Standard InChI Key:  SWILBACRTXQBJK-OJJQZRKESA-N

Alternative Forms

1. Parent:

   

   ALA2371187

   (3S)-4-[[(1R)-1-carboxy-2-phenylethyl]amino]-3-[[2-[[(2S)-5-(diaminomethylideneamino)-2-[[(3S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carbonyl]amino]pentanoyl]amino]acetyl]amino]-4-oxobutanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 691.75

Molecular Weight (Monoisotopic): 691.3078

AlogP: -1.18

#Rotatable Bonds: 17

Polar Surface Area: 280.72

Molecular Species: ZWITTERION

HBA: 8

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.47

CX Basic pKa: 11.64

CX LogP: -5.43

CX LogD: -5.75

Aromatic Rings: 3

Heavy Atoms: 50

QED Weighted: 0.05

Np Likeness Score: 0.12

References

1. Lin N, Zhao M, Wang C, Peng S..  (2002)  Synthesis and antithrombotic activity of carbolinecarboxyl RGD sequence.,  12  (4): [PMID:11844677] [10.1016/s0960-894x(01)00809-5]

Source

Source(1):

• Scientific Literature