(S)-N-((S)-1-cyclohexyl-2-((S)-2-(4-(naphthalen-1-yl)thiazol-2-yl)pyrrolidin-1-yl)-2-oxoethyl)-2-(methylamino)propanamide

ID: ALA1091044

PubChem CID: 44820626

Max Phase: Preclinical

Molecular Formula: C29H36N4O2S

Molecular Weight: 504.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN[C@@H](C)C(=O)N[C@H](C(=O)N1CCC[C@H]1c1nc(-c2cccc3ccccc23)cs1)C1CCCCC1

Standard InChI:  InChI=1S/C29H36N4O2S/c1-19(30-2)27(34)32-26(21-11-4-3-5-12-21)29(35)33-17-9-16-25(33)28-31-24(18-36-28)23-15-8-13-20-10-6-7-14-22(20)23/h6-8,10,13-15,18-19,21,25-26,30H,3-5,9,11-12,16-17H2,1-2H3,(H,32,34)/t19-,25-,26-/m0/s1

Standard InChI Key:  OWHXKYSKEROHGU-CNVLFFCLSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1091044

   N-{(1s)-1-Cyclohexyl-2-[(2s)-2-(4-Naphthalen-1-Yl-1,3-Thiazol-2-Yl)pyrrolidin-1-Yl]-2-Oxoethyl}-N~2~-Methyl-L-Alaninamide

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: 504.70

Molecular Weight (Monoisotopic): 504.2559

AlogP: 5.30

#Rotatable Bonds: 7

Polar Surface Area: 74.33

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.53

CX Basic pKa: 8.60

CX LogP: 4.81

CX LogD: 3.59

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.46

Np Likeness Score: -0.49

References

1. Cohen F, Koehler MF, Bergeron P, Elliott LO, Flygare JA, Franklin MC, Gazzard L, Keteltas SF, Lau K, Ly CQ, Tsui V, Fairbrother WJ..  (2010)  Antagonists of inhibitor of apoptosis proteins based on thiazole amide isosteres.,  20  (7): [PMID:20189383] [10.1016/j.bmcl.2010.02.021]

Source

Source(1):

• Scientific Literature