(1R,2S)-N-((1-(3,5-dimethoxyphenyl)-1H-1,2,3-triazol-4-yl)methyl)-2-phenylcyclopropanamine

ID: ALA4877309

PubChem CID: 164629161

Max Phase: Preclinical

Molecular Formula: C20H22N4O2

Molecular Weight: 350.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(OC)cc(-n2cc(CN[C@@H]3C[C@H]3c3ccccc3)nn2)c1

Standard InChI:  InChI=1S/C20H22N4O2/c1-25-17-8-16(9-18(10-17)26-2)24-13-15(22-23-24)12-21-20-11-19(20)14-6-4-3-5-7-14/h3-10,13,19-21H,11-12H2,1-2H3/t19-,20+/m0/s1

Standard InChI Key:  BJBAMZGCZXFTGT-VQTJNVASSA-N

Molfile:  

 
     RDKit          2D

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   21.4519  -23.1248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4508  -23.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1629  -24.3616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8767  -23.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8739  -23.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1612  -22.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5820  -22.7116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3339  -23.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8784  -22.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4671  -21.7173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6644  -21.8945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6956  -22.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1775  -21.8471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9947  -21.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6577  -22.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7401  -21.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9899  -23.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5092  -23.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8424  -24.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6603  -24.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1438  -23.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8038  -23.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1627  -25.1788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4549  -25.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7446  -22.7155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7455  -21.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  4  5  1  0
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  6  1  1  0
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  8  9  2  0
  9 10  1  0
 10 11  2  0
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  5  7  1  0
  9 12  1  0
 12 13  1  0
 14 13  1  6
 15 14  1  0
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 14 16  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 15 17  1  1
  3 23  1  0
 23 24  1  0
  1 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877309

   ---

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: 350.42

Molecular Weight (Monoisotopic): 350.1743

AlogP: 2.93

#Rotatable Bonds: 7

Polar Surface Area: 61.20

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.58

CX LogP: 2.97

CX LogD: 2.56

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -1.24

References

1. Huang MJ, Guo JW, Fu YD, You YZ, Xu WY, Song TY, Li R, Chen ZT, Huang LH, Liu HM..  (2021)  Discovery of new tranylcypromine derivatives as highly potent LSD1 inhibitors.,  41  [PMID:33775841] [10.1016/j.bmcl.2021.127993]

Source

Source(1):

• Scientific Literature