1-(1-([1,1'-Biphenyl]-3-yl)-1H-indol-3-yl)-N-(cyclohexylmethyl)methanamine

ID: ALA4091817

PubChem CID: 137654407

Max Phase: Preclinical

Molecular Formula: C28H30N2

Molecular Weight: 394.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(-c2cccc(-n3cc(CNCC4CCCCC4)c4ccccc43)c2)cc1

Standard InChI:  InChI=1S/C28H30N2/c1-3-10-22(11-4-1)19-29-20-25-21-30(28-17-8-7-16-27(25)28)26-15-9-14-24(18-26)23-12-5-2-6-13-23/h2,5-9,12-18,21-22,29H,1,3-4,10-11,19-20H2

Standard InChI Key:  AEXWQRTZIUKQLU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
   24.1814   -6.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5941   -5.2416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9313   -5.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2571   -5.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0009   -6.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5469   -7.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3492   -6.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6026   -6.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0549   -5.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5929   -4.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3016   -4.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3007   -3.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5919   -2.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8783   -3.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8827   -4.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7012   -7.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8844   -7.0888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4001   -7.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5832   -7.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2543   -6.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4412   -6.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9533   -7.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2844   -8.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1035   -8.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1682   -2.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1654   -1.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4524   -1.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7416   -1.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7484   -2.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4620   -3.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
  4  2  1  0
  2  3  1  0
  3  1  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  2 10  1  0
  1 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 14 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4091817

   ---

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: 394.56

Molecular Weight (Monoisotopic): 394.2409

AlogP: 6.97

#Rotatable Bonds: 6

Polar Surface Area: 16.96

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.93

CX LogP: 7.27

CX LogD: 4.82

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.37

Np Likeness Score: -0.76

References

1. Yamada K, Levell J, Yoon T, Kohls D, Yowe D, Rigel DF, Imase H, Yuan J, Yasoshima K, DiPetrillo K, Monovich L, Xu L, Zhu M, Kato M, Jain M, Idamakanti N, Taslimi P, Kawanami T, Argikar UA, Kunjathoor V, Xie X, Yagi YI, Iwaki Y, Robinson Z, Park HM..  (2017)  Optimization of Allosteric With-No-Lysine (WNK) Kinase Inhibitors and Efficacy in Rodent Hypertension Models.,  60  (16): [PMID:28771350] [10.1021/acs.jmedchem.7b00708]

Source

Source(1):

• Scientific Literature