(-)-doliculide

ID: ALA3334620

Chembl Id: CHEMBL3334620

PubChem CID: 10438804

Max Phase: Preclinical

Molecular Formula: C27H41IN2O6

Molecular Weight: 616.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1C[C@H](O)[C@H](C)C[C@H](C)C[C@H](C)C(=O)NCC(=O)N(C)[C@H](Cc2ccc(O)c(I)c2)C(=O)O1

Standard InChI:  InChI=1S/C27H41IN2O6/c1-15(2)24-13-23(32)17(4)9-16(3)10-18(5)26(34)29-14-25(33)30(6)21(27(35)36-24)12-19-7-8-22(31)20(28)11-19/h7-8,11,15-18,21,23-24,31-32H,9-10,12-14H2,1-6H3,(H,29,34)/t16-,17+,18-,21+,23-,24-/m0/s1

Standard InChI Key:  AGOHOFZYIJTTKY-IMROQKSMSA-N

Alternative Forms

1. Parent:

   

   ALA3334620

   (3R,9S,11S,13R,14S,16S)-14-hydroxy-3-[(4-hydroxy-3-iodophenyl)methyl]-4,9,11,13-tetramethyl-16-propan-2-yl-1-oxa-4,7-diazacyclohexadecane-2,5,8-trione

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: 616.54

Molecular Weight (Monoisotopic): 616.2009

AlogP: 3.50

#Rotatable Bonds: 3

Polar Surface Area: 116.17

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.37

CX Basic pKa: ┄

CX LogP: 4.28

CX LogD: 4.23

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.35

Np Likeness Score: 1.38

References

1. Foerster F, Braig S, Chen T, Altmann KH, Vollmar AM..  (2014)  Pharmacological characterization of actin-binding (-)-doliculide.,  22  (18): [PMID:24679674] [10.1016/j.bmc.2014.03.003]

Source

Source(1):

• Scientific Literature