(+/-)-tert-butyl 2-(2-((1S,2R)-2-(4-(methylthio)benzamido)cyclohexylamino)-2-oxoethylcarbamoyl)-4-(trifluoromethyl)phenylcarbamate

ID: ALA1092433

PubChem CID: 46886482

Max Phase: Preclinical

Molecular Formula: C29H35F3N4O5S

Molecular Weight: 608.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1ccc(C(=O)N[C@@H]2CCCC[C@@H]2NC(=O)CNC(=O)c2cc(C(F)(F)F)ccc2NC(=O)OC(C)(C)C)cc1

Standard InChI:  InChI=1S/C29H35F3N4O5S/c1-28(2,3)41-27(40)36-21-14-11-18(29(30,31)32)15-20(21)26(39)33-16-24(37)34-22-7-5-6-8-23(22)35-25(38)17-9-12-19(42-4)13-10-17/h9-15,22-23H,5-8,16H2,1-4H3,(H,33,39)(H,34,37)(H,35,38)(H,36,40)/t22-,23+/m0/s1

Standard InChI Key:  UTVKQDLPJGZOLE-XZOQPEGZSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1092433

   tert-butyl N-[2-[[2-[[(1S,2R)-2-[(4-methylsulfanylbenzoyl)amino]cyclohexyl]amino]-2-oxoethyl]carbamoyl]-4-(trifluoromethyl)phenyl]carbamate

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: 608.68

Molecular Weight (Monoisotopic): 608.2280

AlogP: 5.36

#Rotatable Bonds: 8

Polar Surface Area: 125.63

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.24

CX Basic pKa: ┄

CX LogP: 4.65

CX LogD: 4.65

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.30

Np Likeness Score: -1.39

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