isocrotonolide D

ID: ALA3263391

Chembl Id: CHEMBL3263391

PubChem CID: 90676775

Max Phase: Preclinical

Molecular Formula: C21H26O6

Molecular Weight: 374.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=CCC[C@@H]2[C@]13CC[C@H](C)[C@@]21C[C@H](c2ccoc2)O[C@H]1O[C@H]3O

Standard InChI:  InChI=1S/C21H26O6/c1-12-6-8-20-14(17(22)24-2)4-3-5-16(20)21(12)10-15(13-7-9-25-11-13)26-19(21)27-18(20)23/h4,7,9,11-12,15-16,18-19,23H,3,5-6,8,10H2,1-2H3/t12-,15+,16+,18+,19-,20-,21-/m0/s1

Standard InChI Key:  FTIIWSAYPGBNDS-ISZXVOLMSA-N

Alternative Forms

1. Parent:

   

   ALA3263391

   methyl (1R,2R,4S,6R,8S,9S,16S)-6-(furan-3-yl)-2-hydroxy-16-methyl-3,5-dioxatetracyclo[6.5.3.01,9.04,8]hexadec-12-ene-13-carboxylate

Molecule Features

Natural Product: Yes

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: 374.43

Molecular Weight (Monoisotopic): 374.1729

AlogP: 3.33

#Rotatable Bonds: 2

Polar Surface Area: 78.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.81

CX Basic pKa:

CX LogP: 3.26

CX LogD: 3.26

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.80

Np Likeness Score: 3.25

References

1. Liu CP, Xu JB, Zhao JX, Xu CH, Dong L, Ding J, Yue JM..  (2014)  Diterpenoids from Croton laui and their cytotoxic and antimicrobial activities.,  77  (4): [PMID:24735527] [10.1021/np500042c]

Source

Source(1):

• Scientific Literature