LAPPACONITINE

ID: ALA4802123

Chembl Id: CHEMBL4802123

Cas Number: 32854-75-4

PubChem CID: 90479327

Max Phase: Preclinical

Molecular Formula: C32H44N2O8

Molecular Weight: 584.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN1C[C@]2(OC(=O)c3ccccc3NC(C)=O)CC[C@H](OC)[C@@]34[C@@H]2C[C@@H]([C@@H]13)[C@@]1(O)C[C@H](OC)[C@H]2C[C@@H]4[C@]1(O)[C@H]2OC

Standard InChI:  InChI=1S/C32H44N2O8/c1-6-34-16-29(42-28(36)18-9-7-8-10-21(18)33-17(2)35)12-11-25(40-4)31-23(29)14-20(26(31)34)30(37)15-22(39-3)19-13-24(31)32(30,38)27(19)41-5/h7-10,19-20,22-27,37-38H,6,11-16H2,1-5H3,(H,33,35)/t19-,20+,22+,23-,24+,25+,26-,27+,29-,30+,31+,32+/m1/s1

Standard InChI Key:  NWBWCXBPKTTZNQ-QOQRDJBUSA-N

Alternative Forms

1. Parent:

   

   ALA4802123

   Acetyl-10-deoxysepaconitine

Molecule Features

Natural Product: Yes

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: 584.71

Molecular Weight (Monoisotopic): 584.3098

AlogP: 2.22

#Rotatable Bonds: 7

Polar Surface Area: 126.79

Molecular Species: BASE

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.38

CX Basic pKa: 8.98

CX LogP: 1.28

CX LogD: -0.31

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.41

Np Likeness Score: 2.29

References

1. Ellen Van Damme.  (2021)  Screening of ~5500 FDA-approved drugs and clinical candidates for anti-SARS-CoV-2 activity,  [10.6019/CHEMBL4651402]

Source

Source(1):

• IMI-CARE SARS-CoV-2 Data