5-(3-Chloro-4-methoxy-5-((1-(pyrimidin-2-yl)cyclopropyl)carbamoyl)phenyl)-6-(N-ethylmethylsulfonamido)-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

ID: ALA4547789

PubChem CID: 155553685

Max Phase: Preclinical

Molecular Formula: C34H31ClFN5O6S

Molecular Weight: 692.17

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(c1cc2oc(-c3ccc(F)cc3)c(C(=O)NC)c2cc1-c1cc(Cl)c(OC)c(C(=O)NC2(c3ncccn3)CC2)c1)S(C)(=O)=O

Standard InChI:  InChI=1S/C34H31ClFN5O6S/c1-5-41(48(4,44)45)26-18-27-23(28(32(43)37-2)29(47-27)19-7-9-21(36)10-8-19)17-22(26)20-15-24(30(46-3)25(35)16-20)31(42)40-34(11-12-34)33-38-13-6-14-39-33/h6-10,13-18H,5,11-12H2,1-4H3,(H,37,43)(H,40,42)

Standard InChI Key:  KATMITIMPSRCKL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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 20 48  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4547789

   ---

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: 692.17

Molecular Weight (Monoisotopic): 691.1668

AlogP: 5.92

#Rotatable Bonds: 10

Polar Surface Area: 143.73

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.83

CX Basic pKa: 1.11

CX LogP: 3.86

CX LogD: 3.86

Aromatic Rings: 5

Heavy Atoms: 48

QED Weighted: 0.18

Np Likeness Score: -0.93

References

1. Yeung KS, Beno BR, Mosure K, Zhu J, Grant-Young KA, Parcella K, Anjanappa P, Bora RO, Selvakumar K, Wang YK, Fang H, Krause R, Rigat K, Liu M, Lemm J, Sheriff S, Witmer M, Tredup J, Jardel A, Kish K, Parker D, Haskell R, Santone K, Meanwell NA, Soars MG, Roberts SB, Kadow JF..  (2018)  Structure-Property Basis for Solving Transporter-Mediated Efflux and Pan-Genotypic Inhibition in HCV NS5B Inhibitors.,  9  (12): [PMID:30613329] [10.1021/acsmedchemlett.8b00379]

Source

Source(1):

• Scientific Literature