(5-tert-butyl-3-isopropyl-3',4'-dimethylbiphenyl-2-yl)methanol

ID: ALA1956427

PubChem CID: 57395757

Max Phase: Preclinical

Molecular Formula: C22H30O

Molecular Weight: 310.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2cc(C(C)(C)C)cc(C(C)C)c2CO)cc1C

Standard InChI:  InChI=1S/C22H30O/c1-14(2)19-11-18(22(5,6)7)12-20(21(19)13-23)17-9-8-15(3)16(4)10-17/h8-12,14,23H,13H2,1-7H3

Standard InChI Key:  XGJTXYKEBKDNCR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   20.5194  -19.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5182  -20.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2331  -21.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9495  -20.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9466  -19.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2313  -19.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2259  -18.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9408  -18.2344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9387  -17.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2225  -16.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5069  -17.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5125  -18.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8034  -21.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0893  -20.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8028  -21.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0833  -21.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6646  -21.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6659  -21.9466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3784  -20.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6596  -19.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3756  -19.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2189  -16.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7897  -17.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
 12  7  1  0
  6  7  1  0
  6  1  1  0
  2 13  1  0
  1  2  2  0
 13 14  1  0
  3  4  2  0
 13 15  1  0
  7  8  2  0
 13 16  1  0
  4 17  1  0
  8  9  1  0
 17 18  1  0
  4  5  1  0
 17 19  1  0
  9 10  2  0
  5 20  1  0
  2  3  1  0
 20 21  1  0
 10 11  1  0
 10 22  1  0
  5  6  2  0
 11 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1956427

   [4-Tert-butyl-2-(3,4-dimethylphenyl)-6-propan-2-ylphenyl]methanol

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: 310.48

Molecular Weight (Monoisotopic): 310.2297

AlogP: 5.88

#Rotatable Bonds: 3

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.67

CX LogD: 6.67

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: -0.22

References

1. Harikrishnan LS, Srivastava N, Kayser LE, Nirschl DS, Kumaragurubaran K, Roy A, Gupta A, Karmakar S, Karatt T, Mathur A, Burford NT, Chen J, Kong Y, Cvijic M, Cooper CB, Poss MA, Trainor GL, Wong TW..  (2012)  Identification and optimization of small molecule antagonists of vasoactive intestinal peptide receptor-1 (VIPR1).,  22  (6): [PMID:22365758] [10.1016/j.bmcl.2012.01.082]

Source

Source(1):

• Scientific Literature