ID: ALA469706

Max Phase: Preclinical

Molecular Formula: C25H36O3

Molecular Weight: 384.56

Molecule Type: Small molecule

Representations

Synonyms (1): Ophiobolin I
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(C)=C[C@H]1C[C@H](C)[C@]2(CC[C@]3(C)C[C@@H]4C(C)=CC(=O)[C@H]4/C(CO)=C\C[C@H]32)O1

Standard InChI:  InChI=1S/C25H36O3/c1-15(2)10-19-12-17(4)25(28-19)9-8-24(5)13-20-16(3)11-21(27)23(20)18(14-26)6-7-22(24)25/h6,10-11,17,19-20,22-23,26H,7-9,12-14H2,1-5H3/b18-6-/t17-,19-,20+,22+,23-,24+,25-/m0/s1

Standard InChI Key:  PWHAYWTWJLFKJT-MUKMEUIDSA-N

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

Properties

Molecular Weight: 384.56

Molecular Weight (Monoisotopic): 384.2664

AlogP: 5.01

#Rotatable Bonds: 2

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.33

CX LogD: 4.33

Aromatic Rings: 0

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: 3.42

References

1. Li E, Clark AM, Rotella DP, Hufford CD..  (1995)  Microbial metabolites of ophiobolin A and antimicrobial evaluation of ophiobolins.,  58  (1): [PMID:7760080] [10.1021/np50115a009]

2. Evidente A, Andolfi A, Cimmino A, Vurro M, Fracchiolla M, Charudattan R..  (2006)  Herbicidal potential of ophiobolins produced by Drechslera gigantea.,  54  (5): [PMID:16506833] [10.1021/jf052843l]

Source

Source(1):

• Scientific Literature