ID: ALA5198232

Max Phase: Preclinical

Molecular Formula: C30H35NO9

Molecular Weight: 553.61

Representations

Canonical SMILES:  CNc1ccccc1C(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@@H](C(=O)C(CO)=C[C@]3(O)C(=O)C(C)=C[C@@H]23)[C@@H]2C(C)(C)[C@]12OC(C)=O

Standard InChI:  InChI=1S/C30H35NO9/c1-14-11-20-28(37,24(14)35)12-17(13-32)22(34)21-23-27(4,5)30(23,40-16(3)33)25(15(2)29(20,21)38)39-26(36)18-9-7-8-10-19(18)31-6/h7-12,15,20-21,23,25,31-32,37-38H,13H2,1-6H3/t15-,20-,21+,23-,25-,28-,29+,30-/m1/s1

Standard InChI Key:  RFGMZECDDTWMMO-INFGTXAYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 553.61

Molecular Weight (Monoisotopic): 553.2312

AlogP: 1.59

#Rotatable Bonds: 5

Polar Surface Area: 159.46

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.22

CX Basic pKa: 2.13

CX LogP: 2.10

CX LogD: 2.10

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.39

Np Likeness Score: 2.28

References

1. Tanaka N, Takahashi S, Yoshino Y, Nakatani M, Ahmed FA, Hossain GM, Chen CH, Lee KH, Kashiwada Y..  (2022)  Tigliane-Type Diterpene Esters from the Fruits of Shirakiopsis indica and Their Anti-HIV Activity.,  85  (11.0): [PMID:36378070] [10.1021/acs.jnatprod.2c00752]

Source

Source(1):

• Scientific Literature