Acetic acid 10,10b-dihydroxy-6-(2-isothiocyanato-ethylcarbamoyloxy)-3,4a,7,7,10a-pentamethyl-1-oxo-3-vinyl-dodecahydro-benzo[f]chromen-5-yl ester

ID: ALA107985

Chembl Id: CHEMBL107985

PubChem CID: 15098761

Max Phase: Preclinical

Molecular Formula: C26H38N2O8S

Molecular Weight: 538.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C[C@@]1(C)CC(=O)[C@]2(O)[C@@]3(C)[C@@H](O)CCC(C)(C)[C@@H]3[C@H](OC(=O)NCCN=C=S)[C@H](OC(C)=O)[C@@]2(C)O1

Standard InChI:  InChI=1S/C26H38N2O8S/c1-8-23(5)13-17(31)26(33)24(6)16(30)9-10-22(3,4)19(24)18(35-21(32)28-12-11-27-14-37)20(34-15(2)29)25(26,7)36-23/h8,16,18-20,30,33H,1,9-13H2,2-7H3,(H,28,32)/t16-,18-,19-,20-,23-,24-,25+,26-/m0/s1

Standard InChI Key:  GKSBVJZOTQROQH-VYHDIKPLSA-N

Alternative Forms

1. Parent:

   

   ALA107985

   [(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-10,10b-dihydroxy-6-(2-isothiocyanatoethylcarbamoyloxy)-3,4a,7,7,10a-pentamethyl-1-oxo-5,6,6a,8,9,10-hexahydro-2H-benzo[f]chromen-5-yl] acetate

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: 538.66

Molecular Weight (Monoisotopic): 538.2349

AlogP: 2.36

#Rotatable Bonds: 6

Polar Surface Area: 143.75

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.57

CX Basic pKa: 0.34

CX LogP: 2.59

CX LogD: 2.59

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.15

Np Likeness Score: 2.38

References

1. Robbins JD, Laurenza A, Kosley RW, O'Malley GJ, Spahl B, Seamon KB..  (1991)  (Aminoalkyl)carbamates of forskolin: intermediates for the synthesis of functionalized derivatives of forskolin with different specificities for adenylyl cyclase and the glucose transporter.,  34  (11): [PMID:1956039] [10.1021/jm00115a009]

Source

Source(1):

• Scientific Literature