[(S)-1-((S)-1-Carbamoyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-carbamic acid benzyl ester

ID: ALA32248

Chembl Id: CHEMBL32248

Max Phase: Preclinical

Molecular Formula: C28H28N4O4

Molecular Weight: 484.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C28H28N4O4/c29-26(33)24(15-19-9-3-1-4-10-19)31-27(34)25(16-21-17-30-23-14-8-7-13-22(21)23)32-28(35)36-18-20-11-5-2-6-12-20/h1-14,17,24-25,30H,15-16,18H2,(H2,29,33)(H,31,34)(H,32,35)/t24-,25-/m0/s1

Standard InChI Key:  MOFIHHRIGQKWJP-DQEYMECFSA-N

Alternative Forms

1. Parent:

   

   ALA32248

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 484.56

Molecular Weight (Monoisotopic): 484.2111

AlogP: 3.22

#Rotatable Bonds: 10

Polar Surface Area: 126.31

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.46

CX Basic pKa: ┄

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.28

Np Likeness Score: -0.25

References

1. Horwell DC, Howson W, Naylor D, Wilems HM.  (1995)  The design of polar -turn dipeptide mimetics,  5  (14): [10.1016/0960-894X(95)00254-Q]

2. Horwell DC, Morrell AI, Roberts E.  (1996)  The design and synthesis of non-peptide ligands with affinity and selectivity for tachykinin receptors,  6  (2): [10.1016/0960-894X(95)00582-E]

3. Horwell DC, Howson W, Ratcliffe G, Willems H.  (1994)  The design of dipeptide helical mimetics: the synthesis and biological activity of trisubstituted indanes,  4  (24): [10.1016/S0960-894X(01)80821-0]

Source

Source(1):

• Scientific Literature