(R)-2-[(S)-3-Carboxy-2-(2-{(S)-5-guanidino-2-[(2,3,4,9-tetrahydro-1H-beta-carboline-3-carbonyl)-amino]-pentanoylamino}-acetylamino)-propionylamino]-3-methyl-butyric acid

ID: ALA2371186

Chembl Id: CHEMBL2371186

PubChem CID: 73356190

Max Phase: Preclinical

Molecular Formula: C29H41N9O8

Molecular Weight: 643.70

Molecule Type: Protein

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H41N9O8/c1-14(2)24(28(45)46)38-27(44)20(11-23(40)41)36-22(39)13-34-25(42)18(8-5-9-32-29(30)31)37-26(43)19-10-16-15-6-3-4-7-17(15)35-21(16)12-33-19/h3-4,6-7,14,18-20,24,33,35H,5,8-13H2,1-2H3,(H,34,42)(H,36,39)(H,37,43)(H,38,44)(H,40,41)(H,45,46)(H4,30,31,32)/t18-,19-,20-,24+/m0/s1

Standard InChI Key:  MQNISDJBVYPDSC-AZXNSQLWSA-N

Alternative Forms

1. Parent:

   

   ALA2371186

   (2R)-2-[[(2S)-3-carboxy-2-[[2-[[(2S)-5-(diaminomethylideneamino)-2-[[(3S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carbonyl]amino]pentanoyl]amino]acetyl]amino]propanoyl]amino]-3-methylbutanoic 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: 643.70

Molecular Weight (Monoisotopic): 643.3078

AlogP: -1.98

#Rotatable Bonds: 16

Polar Surface Area: 283.22

Molecular Species: ZWITTERION

HBA: 8

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.49

CX Basic pKa: 10.84

CX LogP: -6.25

CX LogD: -6.57

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.05

Np Likeness Score: 0.28

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