1-Carbamimidoyl-N-(4-tetradecylphenyl)cyclopropanecarboxamide Hydrochloride

ID: ALA1092170

PubChem CID: 46197561

Max Phase: Preclinical

Molecular Formula: C25H42ClN3O

Molecular Weight: 399.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCc1ccc(NC(=O)C2(C(=N)N)CC2)cc1.Cl

Standard InChI:  InChI=1S/C25H41N3O.ClH/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-21-15-17-22(18-16-21)28-24(29)25(19-20-25)23(26)27;/h15-18H,2-14,19-20H2,1H3,(H3,26,27)(H,28,29);1H

Standard InChI Key:  WGARCAFMWZXTRY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 30  0  0  0  0  0  0  0  0999 V2000
    9.8257   -7.1683    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.7804   -5.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1580   -4.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3324   -4.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2089   -5.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2077   -6.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9258   -6.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6411   -6.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6379   -5.6113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9239   -5.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4949   -6.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7839   -6.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0729   -6.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3618   -6.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6462   -6.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9352   -6.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2242   -6.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5132   -6.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3495   -5.1981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0644   -5.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4953   -5.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4987   -6.4245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2067   -5.1863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7949   -6.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0823   -6.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0678   -6.4303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314   -6.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3441   -6.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0578   -6.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7750   -6.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
 15 16  1  0
  8  9  1  0
 16 17  1  0
 17 18  1  0
  9 10  2  0
  9 19  1  0
 10  5  1  0
 19 20  1  0
 20  2  1  0
  5  6  2  0
  2 21  1  0
  6 11  1  0
 21 22  1  0
  3  2  1  0
 21 23  2  0
 11 12  1  0
 18 24  1  0
  6  7  1  0
 24 25  1  0
 12 13  1  0
 20 26  2  0
  4  3  1  0
 25 27  1  0
 13 14  1  0
 27 28  1  0
  7  8  2  0
 28 29  1  0
 14 15  1  0
 29 30  1  0
M  END

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: 399.62

Molecular Weight (Monoisotopic): 399.3250

AlogP: 6.58

#Rotatable Bonds: 16

Polar Surface Area: 78.97

Molecular Species: BASE

HBA: 2

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.84

CX Basic pKa: 10.95

CX LogP: 7.29

CX LogD: 4.91

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.17

Np Likeness Score: -0.26

References

1. Mathews TP, Kennedy AJ, Kharel Y, Kennedy PC, Nicoara O, Sunkara M, Morris AJ, Wamhoff BR, Lynch KR, Macdonald TL..  (2010)  Discovery, biological evaluation, and structure-activity relationship of amidine based sphingosine kinase inhibitors.,  53  (7): [PMID:20205392] [10.1021/jm901860h]

Source

Source(1):

• Scientific Literature