1-[(1S)-1-(1,6-Dimethylbenzimidazol-2-yl)-2-[1-(2-methylpropanoyl)-4-piperidyl]ethyl]-4-(4-phenoxyphenyl)piperazine-2,5-dione

ID: ALA4476161

PubChem CID: 155538233

Max Phase: Preclinical

Molecular Formula: C36H41N5O4

Molecular Weight: 607.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2nc([C@H](CC3CCN(C(=O)C(C)C)CC3)N3CC(=O)N(c4ccc(Oc5ccccc5)cc4)CC3=O)n(C)c2c1

Standard InChI:  InChI=1S/C36H41N5O4/c1-24(2)36(44)39-18-16-26(17-19-39)21-32(35-37-30-15-10-25(3)20-31(30)38(35)4)41-23-33(42)40(22-34(41)43)27-11-13-29(14-12-27)45-28-8-6-5-7-9-28/h5-15,20,24,26,32H,16-19,21-23H2,1-4H3/t32-/m0/s1

Standard InChI Key:  PYNSRWPXURAEMH-YTTGMZPUSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4476161

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 607.76

Molecular Weight (Monoisotopic): 607.3159

AlogP: 5.88

#Rotatable Bonds: 8

Polar Surface Area: 87.98

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.80

CX LogP: 4.75

CX LogD: 4.75

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.25

Np Likeness Score: -1.03

References

1. Teno N, Yamashita Y, Masuda A, Iguchi Y, Oda K, Fujimori K, Hiramoto T, Nishimaki-Mogami T, Une M, Gohda K..  (2019)  Identification of potent farnesoid X receptor (FXR) antagonist showing favorable PK profile and distribution toward target tissues: Comprehensive understanding of structure-activity relationship of FXR antagonists.,  27  (11): [PMID:31029550] [10.1016/j.bmc.2019.04.029]

Source

Source(1):

• Scientific Literature