ID: ALA3092659

Max Phase: Preclinical

Molecular Formula: C39H44N4O8

Molecular Weight: 696.80

Molecule Type: Small molecule

Representations

Canonical SMILES:  CON1C(=O)[C@@]2(C[C@@H]3N=C([C@@](C)(O)C[C@@H](C)[C@@]45ON4[C@H]4C[C@@]6(C(=O)N(OC)c7ccccc76)[C@H]6C[C@@H]5[C@@H]4CO6)[C@@H]4C[C@H]2OC[C@H]34)c2ccccc21

Standard InChI:  InChI=1S/C39H44N4O8/c1-20(39-26-14-32-38(17-30(43(39)51-39)23(26)19-50-32)25-10-6-8-12-29(25)42(48-4)35(38)45)15-36(2,46)33-21-13-31-37(16-27(40-33)22(21)18-49-31)24-9-5-7-11-28(24)41(47-3)34(37)44/h5-12,20-23,26-27,30-32,46H,13-19H2,1-4H3/t20-,21-,22+,23+,26-,27+,30+,31-,32-,36+,37+,38+,39+,43?/m1/s1

Standard InChI Key:  QNSZKXIWPRPXNZ-IWMVHCAJSA-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: 696.80

Molecular Weight (Monoisotopic): 696.3159

AlogP: 3.45

#Rotatable Bonds: 6

Polar Surface Area: 125.67

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.89

CX Basic pKa: 4.96

CX LogP: 2.86

CX LogD: 2.86

Aromatic Rings: 2

Heavy Atoms: 51

QED Weighted: 0.45

Np Likeness Score: 1.31

References

1. Qu J, Fang L, Ren XD, Liu Y, Yu SS, Li L, Bao XQ, Zhang D, Li Y, Ma SG..  (2013)  Bisindole alkaloids with neural anti-inflammatory activity from Gelsemium elegans.,  76  (12): [PMID:24256496] [10.1021/np4005536]

Source

Source(1):

• Scientific Literature