ID: ALA509244

Max Phase: Preclinical

Molecular Formula: C32H32N4O3

Molecular Weight: 520.63

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=CC(C)(C)N1c2ccccc2[C@]2(O)C[C@@H]3C(=O)N4/C=C\C(C)(C)c5[nH]c6ccccc6c5/C=C\4C(=O)N3[C@H]12

Standard InChI:  InChI=1S/C32H32N4O3/c1-6-31(4,5)36-23-14-10-8-12-21(23)32(39)18-25-27(37)34-16-15-30(2,3)26-20(19-11-7-9-13-22(19)33-26)17-24(34)28(38)35(25)29(32)36/h6-17,25,29,33,39H,1,18H2,2-5H3/b16-15-,24-17-/t25-,29-,32-/m1/s1

Standard InChI Key:  XOYCJCSLHCTYSV-HTFKTHENSA-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: 520.63

Molecular Weight (Monoisotopic): 520.2474

AlogP: 4.76

#Rotatable Bonds: 2

Polar Surface Area: 79.88

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.00

CX Basic pKa:

CX LogP: 4.28

CX LogD: 4.28

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.48

Np Likeness Score: 1.82

References

1. Hayashi H, Furutsuka K, Shiono Y..  (1999)  Okaramines H and I, new okaramine congeners, from aspergillus aculeatus,  62  (2): [PMID:10075772] [10.1021/np9802623]

2. HAYASHI H, FUJIWARA T, MURAO S, ARAI M.  (1991)  Okaramine C, a New Insecticidal Indole Alkaloid from Penicillium simplicissimum.,  55  (12): [10.1271/bbb1961.55.3143]

Source

Source(1):

• Scientific Literature