(Z)-1-(3-chlorophenyl)-3-(3,7-dimethylocta-2,6-dienyl)urea

ID: ALA3355300

PubChem CID: 118720727

Max Phase: Preclinical

Molecular Formula: C17H23ClN2O

Molecular Weight: 306.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCC/C(C)=C\CNC(=O)Nc1cccc(Cl)c1

Standard InChI:  InChI=1S/C17H23ClN2O/c1-13(2)6-4-7-14(3)10-11-19-17(21)20-16-9-5-8-15(18)12-16/h5-6,8-10,12H,4,7,11H2,1-3H3,(H2,19,20,21)/b14-10-

Standard InChI Key:  LNQRODZZUIGSIQ-UVTDQMKNSA-N

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
    1.9274   -3.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7752   -3.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6373   -3.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4892   -3.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3472   -3.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0653   -3.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2217   -3.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9274   -4.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7752   -4.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888   -2.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1963   -1.8321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9042   -2.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6117   -1.8314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9046   -3.0575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3196   -2.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3182   -3.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0252   -3.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7337   -3.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7307   -2.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0230   -1.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4367   -1.8215    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
  3  1  2  0
  4  2  2  0
  5  3  1  0
  6  5  1  0
  7  1  1  0
  8  1  1  0
  9  2  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3355300

   ---

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: 306.84

Molecular Weight (Monoisotopic): 306.1499

AlogP: 5.15

#Rotatable Bonds: 6

Polar Surface Area: 41.13

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.22

CX Basic pKa: ┄

CX LogP: 4.73

CX LogD: 4.73

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.70

Np Likeness Score: -0.23

References

1. Ortar G, Schiano Moriello A, Morera E, Nalli M, Di Marzo V, De Petrocellis L..  (2014)  Effect of acyclic monoterpene alcohols and their derivatives on TRP channels.,  24  (23): [PMID:25455494] [10.1016/j.bmcl.2014.10.012]

Source

Source(1):

• Scientific Literature