Acetic acid (S)-1-(11-hydroxy-4-methoxy-9-methyl-5-oxo-5H,7H-6,12-dioxa-dibenzo[a,d]cycloocten-3-yl)-3-methyl-butyl ester

ID: ALA116226

Chembl Id: CHEMBL116226

PubChem CID: 10341722

Max Phase: Preclinical

Molecular Formula: C23H26O7

Molecular Weight: 414.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c([C@H](CC(C)C)OC(C)=O)ccc2c1C(=O)OCc1cc(C)cc(O)c1O2

Standard InChI:  InChI=1S/C23H26O7/c1-12(2)8-19(29-14(4)24)16-6-7-18-20(22(16)27-5)23(26)28-11-15-9-13(3)10-17(25)21(15)30-18/h6-7,9-10,12,19,25H,8,11H2,1-5H3/t19-/m0/s1

Standard InChI Key:  NUYFKDBCHFKOBT-IBGZPJMESA-N

Alternative Forms

1. Parent:

   

   ALA116226

   Purpactin A

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: 414.45

Molecular Weight (Monoisotopic): 414.1679

AlogP: 4.82

#Rotatable Bonds: 5

Polar Surface Area: 91.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.40

CX Basic pKa: ┄

CX LogP: 4.42

CX LogD: 4.38

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.70

Np Likeness Score: 1.24

References

1. Salituro GM, Pettibone DJ, Clineschmidt BV, Williamson JM, Zink DL.  (1993)  Potent, non-peptidic oxytocin receptor antagonists from a natural source,  3  (2): [10.1016/S0960-894X(01)80905-7]

2. Zhao DL, Shao CL, Zhang Q, Wang KL, Guan FF, Shi T, Wang CY..  (2015)  Azaphilone and Diphenyl Ether Derivatives from a Gorgonian-Derived Strain of the Fungus Penicillium pinophilum.,  78  (9): [PMID:26291474] [10.1021/acs.jnatprod.5b00575]

3. Iwasaki A, Tadenuma T, Sumimoto S, Ohshiro T, Ozaki K, Kobayashi K, Teruya T, Tomoda H, Suenaga K..  (2017)  Biseokeaniamides A, B, and C, Sterol O-Acyltransferase Inhibitors from an Okeania sp. Marine Cyanobacterium.,  80  (4): [PMID:28294609] [10.1021/acs.jnatprod.7b00137]

Source

Source(1):

• Scientific Literature