ID: ALA4592431

Max Phase: Preclinical

Molecular Formula: C27H31NO5

Molecular Weight: 449.55

Molecule Type: Unknown

Representations

Canonical SMILES:  C=C1CC[C@H]2[C@@](C)(CCC(=O)N[C@@]2(C)COC(=O)c2ccccc2)[C@@H]1/C=C/C1=CCOC1=O

Standard InChI:  InChI=1S/C27H31NO5/c1-18-9-12-22-26(2,21(18)11-10-20-14-16-32-24(20)30)15-13-23(29)28-27(22,3)17-33-25(31)19-7-5-4-6-8-19/h4-8,10-11,14,21-22H,1,9,12-13,15-17H2,2-3H3,(H,28,29)/b11-10+/t21-,22+,26+,27+/m1/s1

Standard InChI Key:  LCKJDMDNIAQVMC-IYFJMWNJSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 449.55

Molecular Weight (Monoisotopic): 449.2202

AlogP: 4.14

#Rotatable Bonds: 5

Polar Surface Area: 81.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.74

CX Basic pKa:

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.54

Np Likeness Score: 2.05

References

1. Wang W, Wu Y, Yang K, Wu C, Tang R, Li H, Chen L..  (2019)  Synthesis of novel andrographolide beckmann rearrangement derivatives and evaluation of their HK2-related anti-inflammatory activities.,  173  [PMID:31009914] [10.1016/j.ejmech.2019.04.022]

Source

Source(1):

• Scientific Literature