N-[(11S)-strychnine-11-yl]propionamide

ID: ALA4518537

Chembl Id: CHEMBL4518537

PubChem CID: 155541454

Max Phase: Preclinical

Molecular Formula: C24H27N3O3

Molecular Weight: 405.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)N[C@@H]1C(=O)N2c3ccccc3[C@@]34CCN5CC6=CCO[C@@H]1[C@@H]([C@H]23)[C@H]6C[C@H]54

Standard InChI:  InChI=1S/C24H27N3O3/c1-2-18(28)25-20-21-19-14-11-17-24(8-9-26(17)12-13(14)7-10-30-21)15-5-3-4-6-16(15)27(22(19)24)23(20)29/h3-7,14,17,19-22H,2,8-12H2,1H3,(H,25,28)/t14-,17-,19-,20-,21+,22-,24+/m0/s1

Standard InChI Key:  ZYQOFJMYFTVXSE-ODOYRXLASA-N

Alternative Forms

1. Parent:

   

   ALA4518537

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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: 405.50

Molecular Weight (Monoisotopic): 405.2052

AlogP: 1.60

#Rotatable Bonds: 2

Polar Surface Area: 61.88

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.54

CX Basic pKa: 9.27

CX LogP: 0.62

CX LogD: -1.24

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.76

Np Likeness Score: 2.06

References

1. Zlotos DP, Mohsen AMY, Mandour YM, Marzouk MA, Breitinger U, Villmann C, Breitinger HG, Sotriffer C, Jensen AA, Holzgrabe U..  (2019)  11-Aminostrychnine and N-(Strychnine-11-yl)propionamide: Synthesis, Configuration, and Pharmacological Evaluation at Glycine Receptors.,  82  (8): [PMID:31385511] [10.1021/acs.jnatprod.9b00180]

Source

Source(1):

• Scientific Literature