Retinoic acid

ID: ALA4877807

PubChem CID: 154061783

Max Phase: Preclinical

Molecular Formula: C20H30O2

Molecular Weight: 302.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(O)O)C(C)(C)CCC1

Standard InChI:  InChI=1S/C20H30O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14,19,21-22H,7,10,13H2,1-5H3/b9-6+,12-11+,15-8+,16-14+

Standard InChI Key:  COSHGIJBNXUCMD-YCNIQYBTSA-N

Molfile:  

 
     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
    9.4948  -11.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2037  -11.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4948  -12.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7773  -11.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9209  -11.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0646  -11.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6341  -11.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4949  -11.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3473  -11.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7777  -11.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2038  -11.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7773  -12.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0643  -11.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6343  -11.6382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2037  -12.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3628  -10.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1878  -10.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0643  -12.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9213  -11.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6341  -10.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4949  -10.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9223  -10.4027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  1  1  0
  5  2  2  0
  6  9  1  0
  7  5  1  0
  8 10  1  0
  9  7  2  0
 10  6  2  0
 11  8  2  0
 12  3  1  0
 13  4  1  0
 14 19  1  0
 15  3  1  0
 16  4  1  0
 17  4  1  0
 18 13  1  0
 19 11  1  0
 20  7  1  0
 21  8  1  0
 12 18  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877807

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 302.46

Molecular Weight (Monoisotopic): 302.2246

AlogP: 4.83

#Rotatable Bonds: 5

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: 12.18

CX Basic pKa: ┄

CX LogP: 4.33

CX LogD: 4.33

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.56

Np Likeness Score: 2.37

References

1. Xiao J, Gao M, Sun Z, Diao Q, Wang P, Gao F..  (2020)  Recent advances of podophyllotoxin/epipodophyllotoxin hybrids in anticancer activity, mode of action, and structure-activity relationship: An update (2010-2020).,  208  [PMID:32992133] [10.1016/j.ejmech.2020.112830]

Source

Source(1):

• Scientific Literature