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

ID: ALA1089342

PubChem CID: 46197663

Max Phase: Preclinical

Molecular Formula: C27H46ClN3O

Molecular Weight: 427.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCc1ccc(NC(=O)C2(C(=N)N)CC2)cc1.Cl

Standard InChI:  InChI=1S/C27H45N3O.ClH/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-23-17-19-24(20-18-23)30-26(31)27(21-22-27)25(28)29;/h17-20H,2-16,21-22H2,1H3,(H3,28,29)(H,30,31);1H

Standard InChI Key:  UYVRJSZYGPLGEG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 32  0  0  0  0  0  0  0  0999 V2000
    9.5445  -10.7933    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.0858   -8.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4635   -8.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6379   -8.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5190   -9.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5176   -9.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2312  -10.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9466   -9.9929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9434   -9.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2292   -8.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8004  -10.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0894   -9.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3783  -10.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6673   -9.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9517  -10.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2406   -9.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5296  -10.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8186   -9.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6549   -8.7487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3697   -9.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8007   -9.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8040   -9.9751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5122   -8.7369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1048  -10.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3877   -9.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3732   -9.9810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3261  -10.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0386   -9.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7524  -10.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4651   -9.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1833  -10.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8960   -9.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  2  4  1  0
 30 31  1  0
 15 16  1  0
 31 32  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: 427.68

Molecular Weight (Monoisotopic): 427.3563

AlogP: 7.37

#Rotatable Bonds: 18

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: 8.18

CX LogD: 5.80

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.13

Np Likeness Score: -0.25

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