ID: ALA501004

Max Phase: Preclinical

Molecular Formula: C33H34N4O5

Molecular Weight: 566.66

Molecule Type: Small molecule

Representations

Canonical SMILES:  CO[C@@H]1[C@]2(O)C(=O)N3/C=C\C(C)(C)c4[nH]c5ccccc5c4/C=C\3C(=O)N2[C@]23[C@H](C)C(C)(C)N2c2ccccc2[C@]13O

Standard InChI:  InChI=1S/C33H34N4O5/c1-18-30(4,5)36-23-14-10-8-12-21(23)31(40)27(42-6)32(41)28(39)35-16-15-29(2,3)25-20(19-11-7-9-13-22(19)34-25)17-24(35)26(38)37(32)33(18,31)36/h7-18,27,34,40-41H,1-6H3/b16-15-,24-17-/t18-,27+,31+,32+,33+/m1/s1

Standard InChI Key:  PNJDFZNVNWQTFD-KTJJPEJQSA-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: 566.66

Molecular Weight (Monoisotopic): 566.2529

AlogP: 3.53

#Rotatable Bonds: 1

Polar Surface Area: 109.34

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.08

CX Basic pKa:

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.42

Np Likeness Score: 1.73

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