(S)-benzyl 2-((S)-2-((S)-2-amino-3-(1H-imidazol-5-yl)propanamido)-3-(1H-indol-3-yl)propanamido)-3-(1H-indol-3-yl)propanoate

ID: ALA3217840

PubChem CID: 90665290

Max Phase: Preclinical

Molecular Formula: C35H35N7O4

Molecular Weight: 617.71

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C35H35N7O4/c36-28(16-25-19-37-21-40-25)33(43)41-31(14-23-17-38-29-12-6-4-10-26(23)29)34(44)42-32(35(45)46-20-22-8-2-1-3-9-22)15-24-18-39-30-13-7-5-11-27(24)30/h1-13,17-19,21,28,31-32,38-39H,14-16,20,36H2,(H,37,40)(H,41,43)(H,42,44)/t28-,31-,32-/m0/s1

Standard InChI Key:  CEGRLYSQYGXBTQ-MHDHXZMLSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3217840

   H-His-Trp-Trp-OBn

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: 617.71

Molecular Weight (Monoisotopic): 617.2751

AlogP: 3.44

#Rotatable Bonds: 13

Polar Surface Area: 170.78

Molecular Species: NEUTRAL

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.00

CX Basic pKa: 7.70

CX LogP: 2.96

CX LogD: 2.44

Aromatic Rings: 6

Heavy Atoms: 46

QED Weighted: 0.11

Np Likeness Score: -0.13

References

1. Liu L, Wei L, Yang Y, Zhao M, Zhang X, Zheng M, Wang Y, Peng S.  (2011)  A class of novel AA-Trp-Trp-OBzl: synthesis, in vitro anti-proliferation, in vivo anti-tumor action, and intercalation mechanism,  2  (2): [10.1039/C0MD00208A]

Source

Source(1):

• Scientific Literature