ID: ALA474673

Max Phase: Preclinical

Molecular Formula: C30H33NO7

Molecular Weight: 519.59

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C(C)[C@]1(O)CC[C@]2(C)[C@H](CC=C(C)[C@]23Oc2cc(-c4cccnc4)oc(=O)c2[C@@H]3O)[C@@]12CCC(=O)OC2

Standard InChI:  InChI=1S/C30H33NO7/c1-17(2)29(35)12-11-27(4)22(28(29)10-9-23(32)36-16-28)8-7-18(3)30(27)25(33)24-21(38-30)14-20(37-26(24)34)19-6-5-13-31-15-19/h5-7,13-15,22,25,33,35H,1,8-12,16H2,2-4H3/t22-,25-,27+,28-,29+,30+/m0/s1

Standard InChI Key:  GADSICAILMLRQB-GVRUMSNVSA-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: 519.59

Molecular Weight (Monoisotopic): 519.2257

AlogP: 4.26

#Rotatable Bonds: 2

Polar Surface Area: 119.09

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.88

CX Basic pKa: 4.21

CX LogP: 1.97

CX LogD: 1.97

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.45

Np Likeness Score: 2.36

References

1. Li C, Gloer JB, Wicklow DT, Dowd PF..  (2005)  Antiinsectan decaturin and oxalicine analogues from Penicillium thiersii.,  68  (3): [PMID:15787428] [10.1021/np0496486]

2. Abe M, Imai T, Ishii N, Usui M, Okuda T, Oki T.  (2007)  Isolation of an insecticidal compound oxalicine B from Penicillium sp. TAMA 71 and confirmation of its chemical structure by X-ray crystallographic analysis,  32  (2): [10.1584/jpestics.G06-36]

Source

Source(1):

• Scientific Literature