benzyl 4-(4-(2-aminocyclopropyl)phenylcarbamoyl)phenylcarbamate

ID: ALA4848459

PubChem CID: 164616646

Max Phase: Preclinical

Molecular Formula: C24H23N3O3

Molecular Weight: 401.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC1CC1c1ccc(NC(=O)c2ccc(NC(=O)OCc3ccccc3)cc2)cc1

Standard InChI:  InChI=1S/C24H23N3O3/c25-22-14-21(22)17-6-10-19(11-7-17)26-23(28)18-8-12-20(13-9-18)27-24(29)30-15-16-4-2-1-3-5-16/h1-13,21-22H,14-15,25H2,(H,26,28)(H,27,29)

Standard InChI Key:  YSHCPCIXRXSLEV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.1487  -11.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1476  -12.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8623  -12.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5788  -12.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5759  -11.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8605  -11.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2939  -12.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2952  -13.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0078  -12.3206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7229  -12.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4341  -11.0837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7197  -11.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0051  -11.0840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7199  -12.3213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2908  -11.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5762  -11.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5798  -10.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8662   -9.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1508  -10.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1536  -11.0888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8679  -11.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7195  -13.5555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4338  -13.9668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1486  -13.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1446  -12.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4298  -12.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8642  -13.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2788  -14.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6892  -13.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4024  -13.5446    0.0000 N   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
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  1 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 10 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 10  1  0
 28 27  1  0
 29 28  1  0
 27 29  1  0
 24 27  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4848459

   ---

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: 401.47

Molecular Weight (Monoisotopic): 401.1739

AlogP: 4.50

#Rotatable Bonds: 6

Polar Surface Area: 93.45

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.70

CX Basic pKa: 9.62

CX LogP: 4.01

CX LogD: 1.85

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: -0.62

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]

Source

Source(1):

• Scientific Literature