tert-butyl 2-((S)-1-((1S,2R)-2-(4-(methylthio)benzylamino)cyclohexyl)-2-oxopyrrolidin-3-ylcarbamoyl)-4-(trifluoromethyl)phenylcarbamate

ID: ALA1092739

PubChem CID: 46886508

Max Phase: Preclinical

Molecular Formula: C31H39F3N4O4S

Molecular Weight: 620.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1ccc(CN[C@@H]2CCCC[C@@H]2N2CC[C@H](NC(=O)c3cc(C(F)(F)F)ccc3NC(=O)OC(C)(C)C)C2=O)cc1

Standard InChI:  InChI=1S/C31H39F3N4O4S/c1-30(2,3)42-29(41)37-23-14-11-20(31(32,33)34)17-22(23)27(39)36-25-15-16-38(28(25)40)26-8-6-5-7-24(26)35-18-19-9-12-21(43-4)13-10-19/h9-14,17,24-26,35H,5-8,15-16,18H2,1-4H3,(H,36,39)(H,37,41)/t24-,25+,26+/m1/s1

Standard InChI Key:  TYQZZRQBYYICKJ-ZNZIZOMTSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1092739

   tert-butyl 2-((S)-1-((1S,2R)-2-(4-(methylthio)benzylamino)cyclohexyl)-2-oxopyrrolidin-3-ylcarbamoyl)-4-(trifluoromethyl)phenylcarbamate

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: 620.74

Molecular Weight (Monoisotopic): 620.2644

AlogP: 6.21

#Rotatable Bonds: 8

Polar Surface Area: 99.77

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.24

CX Basic pKa: 9.00

CX LogP: 5.46

CX LogD: 3.86

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.30

Np Likeness Score: -1.08

References

1. Cherney RJ, Mo R, Meyer DT, Voss ME, Yang MG, Santella JB, Duncia JV, Lo YC, Yang G, Miller PB, Scherle PA, Zhao Q, Mandlekar S, Cvijic ME, Barrish JC, Decicco CP, Carter PH..  (2010)  gamma-Lactams as glycinamide replacements in cyclohexane-based CC chemokine receptor 2 (CCR2) antagonists.,  20  (8): [PMID:20346664] [10.1016/j.bmcl.2010.03.035]

Source

Source(1):

• Scientific Literature