4'-Fluorobenzyl 14-deoxy-11,12-didehydroandrographolide-19-amine

ID: ALA4852510

Chembl Id: CHEMBL4852510

PubChem CID: 164611742

Max Phase: Preclinical

Molecular Formula: C27H34FNO3

Molecular Weight: 439.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1CC[C@@H]2[C@](C)(CNCc3ccc(F)cc3)[C@H](O)CC[C@@]2(C)[C@@H]1/C=C/C1=CCOC1=O

Standard InChI:  InChI=1S/C27H34FNO3/c1-18-4-11-23-26(2,22(18)10-7-20-13-15-32-25(20)31)14-12-24(30)27(23,3)17-29-16-19-5-8-21(28)9-6-19/h5-10,13,22-24,29-30H,1,4,11-12,14-17H2,2-3H3/b10-7+/t22-,23+,24-,26+,27+/m1/s1

Standard InChI Key:  FTNLGSPDQSMHHU-PNSMVNCNSA-N

Alternative Forms

1. Parent:

   

   ALA4852510

   ---

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

Calculated Properties

Molecular Weight: 439.57

Molecular Weight (Monoisotopic): 439.2523

AlogP: 4.70

#Rotatable Bonds: 6

Polar Surface Area: 58.56

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.54

CX Basic pKa: 9.14

CX LogP: 4.57

CX LogD: 2.83

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: 2.04

References

1. Zhang S, Zhang Y, Fang Y, Chen H, Hao M, Tan Q, Hu C, Zhou H, Xu J, Gu Q..  (2021)  Synthesis and evaluation of andrographolide derivatives as potent anti-osteoporosis agents in vitro and in vivo.,  213  [PMID:33485256] [10.1016/j.ejmech.2021.113185]

Source

Source(1):

• Scientific Literature