ID: ALA2376824

Max Phase: Preclinical

Molecular Formula: C37H50O10

Molecular Weight: 654.80

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C(C)[C@]12C[C@@H](C)[C@@]34OC(c5ccccc5)(O[C@@H]1[C@@H]3[C@H](O)[C@](O)(COC(=O)/C=C/C=C/CCCCC)[C@@H](O)[C@@]1(O)[C@H]4C[C@H](C)[C@@H]1O)O2

Standard InChI:  InChI=1S/C37H50O10/c1-6-7-8-9-10-11-15-18-27(38)44-21-33(42)30(40)28-31-34(22(2)3)20-24(5)36(28,26-19-23(4)29(39)35(26,43)32(33)41)47-37(45-31,46-34)25-16-13-12-14-17-25/h10-18,23-24,26,28-32,39-43H,2,6-9,19-21H2,1,3-5H3/b11-10+,18-15+/t23-,24+,26+,28-,29-,30-,31+,32+,33+,34+,35+,36-,37?/m0/s1

Standard InChI Key:  XGZZGUNAJRVNQJ-UINOGJBISA-N

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

Properties

Molecular Weight: 654.80

Molecular Weight (Monoisotopic): 654.3404

AlogP: 3.40

#Rotatable Bonds: 10

Polar Surface Area: 155.14

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.85

CX Basic pKa:

CX LogP: 4.70

CX LogD: 4.70

Aromatic Rings: 1

Heavy Atoms: 47

QED Weighted: 0.08

Np Likeness Score: 2.93

References

1. Li F, Sun Q, Hong L, Li L, Wu Y, Xia M, Ikejima T, Peng Y, Song S..  (2013)  Daphnane-type diterpenes with inhibitory activities against human cancer cell lines from Daphne genkwa.,  23  (9): [PMID:23558238] [10.1016/j.bmcl.2013.03.025]

2. Bang KK, Yun CY, Lee C, Jin Q, Lee JW, Jung SH, Lee D, Lee MK, Hong JT, Kim Y, Hwang BY..  (2013)  Melanogenesis inhibitory daphnane diterpenoids from the flower buds of Daphne genkwa.,  23  (11): [PMID:23623417] [10.1016/j.bmcl.2013.03.096]

Source

Source(1):

• Scientific Literature