N-((R)-Carbamoylphenylmethyl)-N-[(R)-1-(3,5-difluorophenyl)ethyl]-2-hydroxybenzamide

ID: ALA4791592

PubChem CID: 118247008

Max Phase: Preclinical

Molecular Formula: C23H20F2N2O3

Molecular Weight: 410.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](c1cc(F)cc(F)c1)N(C(=O)c1ccccc1O)[C@@H](C(N)=O)c1ccccc1

Standard InChI:  InChI=1S/C23H20F2N2O3/c1-14(16-11-17(24)13-18(25)12-16)27(23(30)19-9-5-6-10-20(19)28)21(22(26)29)15-7-3-2-4-8-15/h2-14,21,28H,1H3,(H2,26,29)/t14-,21-/m1/s1

Standard InChI Key:  RJQVGHLPISEKIW-SPLOXXLWSA-N

Molfile:  

 
     RDKit          2D

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    5.9944   -6.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5700   -6.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3615   -6.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5701   -5.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9930   -5.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0801   -3.4063    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5011   -5.8675    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2050   -6.2235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4791592

   N-[(1R)-2-amino-2-oxo-1-phenylethyl]-N-[(1R)-1-(3,5-difluorophenyl)ethyl]-2-hydroxybenzamide

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: 410.42

Molecular Weight (Monoisotopic): 410.1442

AlogP: 4.10

#Rotatable Bonds: 6

Polar Surface Area: 83.63

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.16

CX Basic pKa: ┄

CX LogP: 4.65

CX LogD: 4.58

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: -0.88

References

1. Kobayashi JI,Hirasawa H,Fujimori Y,Nakanishi O,Kamada N,Ikeda T,Yamamoto A,Kanbe H.  (2021)  Identification of N-acyl-N-indanyl-α-phenylglycinamides as selective TRPM8 antagonists designed to mitigate the risk of adverse effects.,  30  [PMID:33333445] [10.1016/j.bmc.2020.115903]

Source

Source(1):

• Scientific Literature