(1R,2S,2'S,3R,4S)-2,3-Dihydroxy-4-methyl-2',3'-dihydrospiro[cyclohexane-1,1'-indene]-2'-carboxylic acid

ID: ALA3765659

Chembl Id: CHEMBL3765659

PubChem CID: 127027409

Max Phase: Preclinical

Molecular Formula: C16H20O4

Molecular Weight: 276.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1CC[C@@]2(c3ccccc3C[C@@H]2C(=O)O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C16H20O4/c1-9-6-7-16(14(18)13(9)17)11-5-3-2-4-10(11)8-12(16)15(19)20/h2-5,9,12-14,17-18H,6-8H2,1H3,(H,19,20)/t9-,12+,13+,14+,16-/m0/s1

Standard InChI Key:  MMFDCBHKALYVQN-BNVBPEQPSA-N

Alternative Forms

1. Parent:

   

   ALA3765659

   ---

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: 276.33

Molecular Weight (Monoisotopic): 276.1362

AlogP: 1.33

#Rotatable Bonds: 1

Polar Surface Area: 77.76

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.40

CX Basic pKa: ┄

CX LogP: 1.72

CX LogD: -1.17

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.72

Np Likeness Score: 1.73

References

1. Ling T, Gautam LN, Griffith E, Das S, Lang W, Shadrick WR, Shelat A, Lee R, Rivas F..  (2016)  Synthesis and evaluation of colletoic acid core derivatives.,  110  [PMID:26820555] [10.1016/j.ejmech.2016.01.027]

Source

Source(1):

• Scientific Literature