N-[4-(3-Ethyl-2,4,4-trimethylcyclohexylmethyl)benzoyl]guanidine

ID: ALA3262380

PubChem CID: 90676377

Max Phase: Preclinical

Molecular Formula: C20H31N3O

Molecular Weight: 329.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1C(C)C(Cc2ccc(C(=O)NC(=N)N)cc2)CCC1(C)C

Standard InChI:  InChI=1S/C20H31N3O/c1-5-17-13(2)16(10-11-20(17,3)4)12-14-6-8-15(9-7-14)18(24)23-19(21)22/h6-9,13,16-17H,5,10-12H2,1-4H3,(H4,21,22,23,24)

Standard InChI Key:  YKHCAUNZHILION-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    8.2888   -8.7638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1060   -8.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5146   -8.0588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5146   -9.4729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8802   -9.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0630   -9.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6544  -10.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8372  -10.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4286   -9.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8372   -8.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6544   -8.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2888  -10.1820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6073   -9.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1987   -8.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3815   -8.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9729   -8.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3815   -7.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1987   -7.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6073   -8.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5264   -6.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6142   -7.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9729   -9.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1557   -8.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7471   -7.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
  5 12  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 14 19  1  0
 17 20  1  0
 17 21  1  0
 15 22  1  0
 23 24  1  0
 16 23  1  0
 13 14  1  0
  9 13  1  0
  1  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3262380

   N-(diaminomethylidene)-4-[(3-ethyl-2,4,4-trimethylcyclohexyl)methyl]benzamide

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: 329.49

Molecular Weight (Monoisotopic): 329.2467

AlogP: 3.95

#Rotatable Bonds: 4

Polar Surface Area: 78.97

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.14

CX Basic pKa: 8.16

CX LogP: 4.71

CX LogD: 3.89

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: 0.85

References

1. Zatelli MC, Gagliano T, Pelà M, Bianco S, Bertolasi V, Tagliati F, Guerrini R, degli Uberti E, Salvadori S, Trapella C..  (2014)  N-carbamidoyl-4-((3-ethyl-2,4,4-trimethylcyclohexyl)methyl)benzamide enhances staurosporine cytotoxic effects likely inhibiting the protective action of Magmas toward cell apoptosis.,  57  (11): [PMID:24761782] [10.1021/jm5000535]

Source

Source(1):

• Scientific Literature