N-((R)-Carbamoylphenylmethyl)-N-[(R)-1-(3,5-difluoro-2-methylphenyl)ethyl]benzamide

ID: ALA4777635

PubChem CID: 118247067

Max Phase: Preclinical

Molecular Formula: C24H22F2N2O2

Molecular Weight: 408.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(F)cc(F)cc1[C@@H](C)N(C(=O)c1ccccc1)[C@@H](C(N)=O)c1ccccc1

Standard InChI:  InChI=1S/C24H22F2N2O2/c1-15-20(13-19(25)14-21(15)26)16(2)28(24(30)18-11-7-4-8-12-18)22(23(27)29)17-9-5-3-6-10-17/h3-14,16,22H,1-2H3,(H2,27,29)/t16-,22-/m1/s1

Standard InChI Key:  YSERDLPZFXTFNG-OPAMFIHVSA-N

Molfile:  

 
     RDKit          2D

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   35.3670   -1.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.6559   -3.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.0795   -3.5235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   33.2318   -5.1655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5243   -5.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3113   -6.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8869   -6.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6785   -6.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8870   -5.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3099   -5.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8134   -2.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3970   -3.5177    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.8180   -5.9790    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4777635

   N-[(1R)-2-amino-2-oxo-1-phenylethyl]-N-[(1R)-1-(3,5-difluoro-2-methylphenyl)ethyl]benzamide

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: 408.45

Molecular Weight (Monoisotopic): 408.1649

AlogP: 4.70

#Rotatable Bonds: 6

Polar Surface Area: 63.40

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.82

CX LogD: 4.82

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: -1.12

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