Trans-(2S)-N-[(1S)-2-[(2-amino-2-oxo-ethyl)amino]-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]-1-[(2S)-2-[[(2S)-2-amino-3-phenyl-propanoyl]amino]-3-phenyl-propanoyl]pyrrolidine-2-carboxamide

ID: ALA5267165

Max Phase: Preclinical

Molecular Formula: C36H41N7O5

Molecular Weight: 651.77

Names and Identifiers

Canonical SMILES:  NC(=O)CNC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](N)Cc1ccccc1

Standard InChI:  InChI=1S/C36H41N7O5/c37-27(18-23-10-3-1-4-11-23)33(45)42-30(19-24-12-5-2-6-13-24)36(48)43-17-9-16-31(43)35(47)41-29(34(46)40-22-32(38)44)20-25-21-39-28-15-8-7-14-26(25)28/h1-8,10-15,21,27,29-31,39H,9,16-20,22,37H2,(H2,38,44)(H,40,46)(H,41,47)(H,42,45)/t27-,29-,30-,31-/m0/s1

Standard InChI Key:  BMUCTMAPPVMPFM-QBCKSJLUSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5267165

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 651.77

Molecular Weight (Monoisotopic): 651.3169

AlogP: 1.09

#Rotatable Bonds: 14

Polar Surface Area: 192.51

Molecular Species: NEUTRAL

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.04

CX Basic pKa: 7.71

CX LogP: 1.24

CX LogD: 0.76

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.12

Np Likeness Score: -0.32

References

1. Kashif Khan R, Meanwell NA, Hager HH..  (2022)  Pseudoprolines as stereoelectronically tunable proline isosteres.,  75  [PMID:36096342] [10.1016/j.bmcl.2022.128983]

Source

Source(1):

• Scientific Literature