US8536192, I-135

ID: ALA3679612

Chembl Id: CHEMBL3679612

PubChem CID: 57822038

Max Phase: Preclinical

Molecular Formula: C26H30N2O7

Molecular Weight: 482.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1(NC(=O)C2=C(O)[C@@H]3Oc4c(O)ccc5c4[C@@]34CCN(CC3CC3)[C@H](C5)[C@]4(O)C2)CC1

Standard InChI:  InChI=1S/C26H30N2O7/c1-34-23(32)24(6-7-24)27-22(31)15-11-26(33)17-10-14-4-5-16(29)20-18(14)25(26,21(35-20)19(15)30)8-9-28(17)12-13-2-3-13/h4-5,13,17,21,29-30,33H,2-3,6-12H2,1H3,(H,27,31)/t17-,21+,25+,26-/m1/s1

Standard InChI Key:  XVCJWAXHXOUVTJ-GZIHESCCSA-N

Alternative Forms

1. Parent:

   

   ALA3679612

   methyl 1-[[(4R,4aS,7aR,12bS)-3-(cyclopropylmethyl)-4a,7,9-trihydroxy-1,2,4,5,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-6-carbonyl]amino]cyclopropane-1-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 482.53

Molecular Weight (Monoisotopic): 482.2053

AlogP: 1.20

#Rotatable Bonds: 5

Polar Surface Area: 128.56

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.83

CX Basic pKa: 9.07

CX LogP: 0.14

CX LogD: -1.16

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.46

Np Likeness Score: 0.90

References

1.  (2013)  6,7-unsaturated-7-carbamoyl substituted morphinan derivative, 

2. 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(2):

• Scientific Literature
• BindingDB Database