4-((1S,2R)-2-aminocyclopropyl)-N-benzylbenzamide

ID: ALA4877195

PubChem CID: 118304450

Max Phase: Preclinical

Molecular Formula: C17H18N2O

Molecular Weight: 266.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@@H]1C[C@H]1c1ccc(C(=O)NCc2ccccc2)cc1

Standard InChI:  InChI=1S/C17H18N2O/c18-16-10-15(16)13-6-8-14(9-7-13)17(20)19-11-12-4-2-1-3-5-12/h1-9,15-16H,10-11,18H2,(H,19,20)/t15-,16+/m0/s1

Standard InChI Key:  WTBPQDAPAUFMAX-JKSUJKDBSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    8.5860   -9.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5849  -10.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2996  -10.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0161  -10.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0132   -9.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2978   -9.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8714   -9.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8712   -8.5083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1571   -9.7460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4425   -9.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7281   -9.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7306  -10.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1442  -11.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5556  -10.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1456  -12.5204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0141   -9.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3003   -9.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2999  -10.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0196  -10.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7305  -10.5679    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
  1  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 13 12  1  0
 14 13  1  0
 12 14  1  0
 12  4  1  6
 13 15  1  1
 11 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877195

   4-[(1S,2R)-2-aminocyclopropyl]-N-benzylbenzamide

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: 266.34

Molecular Weight (Monoisotopic): 266.1419

AlogP: 2.43

#Rotatable Bonds: 4

Polar Surface Area: 55.12

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.58

CX LogP: 2.14

CX LogD: 0.01

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.89

Np Likeness Score: -0.61

References

1. Dai XJ, Liu Y, Xiong XP, Xue LP, Zheng YC, Liu HM..  (2020)  Tranylcypromine Based Lysine-Specific Demethylase 1 Inhibitor: Summary and Perspective.,  63  (23.0): [PMID:32931269] [10.1021/acs.jmedchem.0c00919]

2. He X, Zhang H, Zhang Y, Ye Y, Wang S, Bai R, Xie T, Ye XY..  (2022)  Drug discovery of histone lysine demethylases (KDMs) inhibitors (progress from 2018 to present).,  231  [PMID:35101649] [10.1016/j.ejmech.2022.114143]

Source

Source(1):

• Scientific Literature