N-((R)-Carbamoylphenylmethyl)-N-((R)-4-chloroindan-1-yl)benzamide

ID: ALA4758145

PubChem CID: 118935151

Max Phase: Preclinical

Molecular Formula: C24H21ClN2O2

Molecular Weight: 404.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)[C@@H](c1ccccc1)N(C(=O)c1ccccc1)[C@@H]1CCc2c(Cl)cccc21

Standard InChI:  InChI=1S/C24H21ClN2O2/c25-20-13-7-12-19-18(20)14-15-21(19)27(24(29)17-10-5-2-6-11-17)22(23(26)28)16-8-3-1-4-9-16/h1-13,21-22H,14-15H2,(H2,26,28)/t21-,22-/m1/s1

Standard InChI Key:  BVVPWCIGYQGTPQ-FGZHOGPDSA-N

Molfile:  

 
     RDKit          2D

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   24.0798  -22.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7920  -23.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5058  -22.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5029  -22.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7902  -21.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7918  -24.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0799  -24.5595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5035  -24.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2155  -24.1514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5033  -25.3812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3681  -24.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0797  -25.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3677  -25.7934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6602  -25.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4472  -26.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0229  -27.3266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8144  -27.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0230  -26.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4458  -25.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2779  -23.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4747  -23.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6165  -24.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0683  -23.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2713  -24.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0214  -24.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5747  -25.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3696  -25.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7224  -23.4470    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  3  1  6
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 12  8  1  1
  8 13  1  0
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 15 16  2  0
 16 17  1  0
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 18 19  1  0
 19 20  2  0
 20 15  1  0
 12 21  1  0
 21 22  1  0
 22 24  1  0
 23 12  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4758145

   ---

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: 404.90

Molecular Weight (Monoisotopic): 404.1292

AlogP: 4.70

#Rotatable Bonds: 5

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: 4.75

CX LogD: 4.75

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: -0.86

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