N-((R)-Carbamoylphenylmethyl)-N-((R)-1,2,3,4-tetrahydronaphthalen-1-yl)benzamide

ID: ALA4745090

PubChem CID: 162647821

Max Phase: Preclinical

Molecular Formula: C25H24N2O2

Molecular Weight: 384.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)[C@@H](c1ccccc1)N(C(=O)c1ccccc1)[C@@H]1CCCc2ccccc21

Standard InChI:  InChI=1S/C25H24N2O2/c26-24(28)23(19-11-3-1-4-12-19)27(25(29)20-13-5-2-6-14-20)22-17-9-15-18-10-7-8-16-21(18)22/h1-8,10-14,16,22-23H,9,15,17H2,(H2,26,28)/t22-,23-/m1/s1

Standard InChI Key:  GSTIKKFXLQACAD-DHIUTWEWSA-N

Molfile:  

 
     RDKit          2D

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    4.6447  -12.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3569  -12.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0707  -12.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0678  -11.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3551  -11.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3567  -13.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6447  -14.0722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0684  -14.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7803  -13.6641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0682  -14.8939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6445  -14.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9326  -15.3061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2251  -15.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0121  -16.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5877  -16.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3793  -16.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5878  -15.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0107  -15.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9306  -13.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9326  -12.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2267  -12.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5171  -12.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2246  -14.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5134  -13.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8096  -14.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8157  -14.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5315  -15.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324  -14.8838    0.0000 C   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
 20  8  1  1
  8 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 24 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 25  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745090

   ---

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: 384.48

Molecular Weight (Monoisotopic): 384.1838

AlogP: 4.43

#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: 4.59

CX LogD: 4.59

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -0.77

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