NA

ID: ALA4542825

Chembl Id: CHEMBL4542825

PubChem CID: 54678117

Max Phase: Preclinical

Molecular Formula: C24H30N2O5

Molecular Weight: 426.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)NC(=O)C1=C(O)[C@@H]2Oc3c(O)ccc4c3[C@@]23CCN(CC2CC2)[C@H](C4)[C@]3(O)C1

Standard InChI:  InChI=1S/C24H30N2O5/c1-12(2)25-22(29)15-10-24(30)17-9-14-5-6-16(27)20-18(14)23(24,21(31-20)19(15)28)7-8-26(17)11-13-3-4-13/h5-6,12-13,17,21,27-28,30H,3-4,7-11H2,1-2H3,(H,25,29)/t17-,21+,23+,24-/m1/s1

Standard InChI Key:  PHWDNBKAJUZFBB-DVNJHFJZSA-N

Alternative Forms

1. Parent:

   

   ALA4542825

   (4R,4aS,7aR,12bS)-3-(cyclopropylmethyl)-4a,7,9-trihydroxy-N-propan-2-yl-1,2,4,5,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-6-carboxamide

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: 426.51

Molecular Weight (Monoisotopic): 426.2155

AlogP: 1.90

#Rotatable Bonds: 4

Polar Surface Area: 102.26

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.89

CX Basic pKa: 9.08

CX LogP: 0.61

CX LogD: -0.71

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.59

Np Likeness Score: 0.94

References

1. Inagaki M, Kume M, Tamura Y, Hara S, Goto Y, Haga N, Hasegawa T, Nakamura T, Koike K, Oonishi S, Kanemasa T, Kai H..  (2019)  Discovery of naldemedine: A potent and orally available opioid receptor antagonist for treatment of opioid-induced adverse effects.,  29  (1): [PMID:30446313] [10.1016/j.bmcl.2018.11.007]

Source

Source(1):

• Scientific Literature