(E)-4-(2-(3-(2-hydroxypropan-2-yl)-1,2-dimethylcyclopentyl)vinyl)phenol

ID: ALA1946507

PubChem CID: 57379225

Max Phase: Preclinical

Molecular Formula: C18H26O2

Molecular Weight: 274.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1C(C(C)(C)O)CCC1(C)/C=C/c1ccc(O)cc1

Standard InChI:  InChI=1S/C18H26O2/c1-13-16(17(2,3)20)10-12-18(13,4)11-9-14-5-7-15(19)8-6-14/h5-9,11,13,16,19-20H,10,12H2,1-4H3/b11-9+

Standard InChI Key:  LCKVCMDFSAGHIF-PKNBQFBNSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   11.9777  -15.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9766  -15.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6914  -16.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4078  -15.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4050  -15.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6896  -14.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2618  -16.3934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1179  -14.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8339  -15.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5468  -14.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3010  -15.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8508  -14.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4356  -13.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6293  -13.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5417  -15.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4760  -15.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6716  -14.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0100  -15.2818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1540  -13.8601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4958  -14.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
 10 11  1  0
  2  3  1  0
  5  6  2  0
  6  1  1  0
  1  2  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 10  1  0
  2  7  1  0
 10 15  1  0
  3  4  2  0
 11 16  1  0
  5  8  1  0
 12 17  1  0
 17 18  1  0
  8  9  2  0
 17 19  1  0
  4  5  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1946507

   4-[(E)-2-[3-(2-hydroxypropan-2-yl)-1,2-dimethylcyclopentyl]ethenyl]phenol

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: 274.40

Molecular Weight (Monoisotopic): 274.1933

AlogP: 4.23

#Rotatable Bonds: 3

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.53

CX Basic pKa: ┄

CX LogP: 4.16

CX LogD: 4.16

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.87

Np Likeness Score: 1.91

References

1. Majeed R, Reddy MV, Chinthakindi PK, Sangwan PL, Hamid A, Chashoo G, Saxena AK, Koul S..  (2012)  Bakuchiol derivatives as novel and potent cytotoxic agents: a report.,  49  [PMID:22245048] [10.1016/j.ejmech.2011.12.018]

Source

Source(1):

• Scientific Literature