(S)-1-((S)-2-((S)-2-(Cyclopropylamino)propanamido)-3-methylbutanoyl)-N-(2,2-diphenylethyl)pyrrolidine-2-carboxamide

ID: ALA2063864

PubChem CID: 57522923

Max Phase: Preclinical

Molecular Formula: C31H42N4O3

Molecular Weight: 518.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)[C@H](C)NCC1CC1)C(=O)N1CCC[C@H]1C(=O)NCC(c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C31H42N4O3/c1-21(2)28(34-29(36)22(3)32-19-23-16-17-23)31(38)35-18-10-15-27(35)30(37)33-20-26(24-11-6-4-7-12-24)25-13-8-5-9-14-25/h4-9,11-14,21-23,26-28,32H,10,15-20H2,1-3H3,(H,33,37)(H,34,36)/t22-,27-,28-/m0/s1

Standard InChI Key:  SDUJONKIPUMXGG-FAQZDJIUSA-N

Molfile:  

     RDKit          2D

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  8  9  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2063864

   (2S)-1-[(2S)-2-[[(2S)-2-(cyclopropylmethylamino)propanoyl]amino]-3-methylbutanoyl]-N-(2,2-diphenylethyl)pyrrolidine-2-carboxamide

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: 518.70

Molecular Weight (Monoisotopic): 518.3257

AlogP: 3.45

#Rotatable Bonds: 12

Polar Surface Area: 90.54

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.52

CX Basic pKa: 8.87

CX LogP: 3.65

CX LogD: 2.17

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.40

Np Likeness Score: -0.55

References

1. Flygare JA, Beresini M, Budha N, Chan H, Chan IT, Cheeti S, Cohen F, Deshayes K, Doerner K, Eckhardt SG, Elliott LO, Feng B, Franklin MC, Reisner SF, Gazzard L, Halladay J, Hymowitz SG, La H, LoRusso P, Maurer B, Murray L, Plise E, Quan C, Stephan JP, Young SG, Tom J, Tsui V, Um J, Varfolomeev E, Vucic D, Wagner AJ, Wallweber HJ, Wang L, Ware J, Wen Z, Wong H, Wong JM, Wong M, Wong S, Yu R, Zobel K, Fairbrother WJ..  (2012)  Discovery of a potent small-molecule antagonist of inhibitor of apoptosis (IAP) proteins and clinical candidate for the treatment of cancer (GDC-0152).,  55  (9): [PMID:22413863] [10.1021/jm300060k]

Source

Source(1):

• Scientific Literature