N-(N-(3-chlorobenzyl)carbamimidoyl)-3,5,6-trimethylpyrazine-2-carboxamide

ID: ALA4169991

PubChem CID: 25216762

Max Phase: Preclinical

Molecular Formula: C16H18ClN5O

Molecular Weight: 331.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(C)c(C(=O)NC(=N)NCc2cccc(Cl)c2)nc1C

Standard InChI:  InChI=1S/C16H18ClN5O/c1-9-10(2)21-14(11(3)20-9)15(23)22-16(18)19-8-12-5-4-6-13(17)7-12/h4-7H,8H2,1-3H3,(H3,18,19,22,23)

Standard InChI Key:  FHMDIAKEWCVXDR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   10.9234   -9.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9222  -10.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6303  -10.8490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3399  -10.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3371   -9.6169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6285   -9.2117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2155   -9.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0433   -9.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2142  -10.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0483  -10.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0495  -11.6643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7553  -10.4374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4637  -10.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1707  -10.4352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4650  -11.6620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8791  -10.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5862  -10.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2917  -10.8406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9983  -10.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9974   -9.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2841   -9.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5804   -9.6176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7064  -10.8394    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
  1  7  1  0
  5  8  1  0
  2  9  1  0
  4 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  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
 19 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4169991

   N-[N'-[(3-chlorophenyl)methyl]carbamimidoyl]-3,5,6-trimethylpyrazine-2-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 331.81

Molecular Weight (Monoisotopic): 331.1200

AlogP: 2.51

#Rotatable Bonds: 3

Polar Surface Area: 90.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.29

CX Basic pKa: 7.47

CX LogP: 1.50

CX LogD: 1.17

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.60

Np Likeness Score: -0.92

References

1. Zou J, Gao P, Hao X, Xu H, Zhan P, Liu X..  (2018)  Recent progress in the structural modification and pharmacological activities of ligustrazine derivatives.,  147  [PMID:29432947] [10.1016/j.ejmech.2018.01.097]

Source

Source(1):

• Scientific Literature