(6aR,9R)-9-(morpholine-4-carbonyl)-N-phenyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-7(4H)-carboxamide

ID: ALA1809008

Chembl Id: CHEMBL1809008

PubChem CID: 56660101

Max Phase: Preclinical

Molecular Formula: C26H26N4O3

Molecular Weight: 442.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C([C@@H]1C=C2c3cccc4[nH]cc(c34)C[C@H]2N(C(=O)Nc2ccccc2)C1)N1CCOCC1

Standard InChI:  InChI=1S/C26H26N4O3/c31-25(29-9-11-33-12-10-29)18-13-21-20-7-4-8-22-24(20)17(15-27-22)14-23(21)30(16-18)26(32)28-19-5-2-1-3-6-19/h1-8,13,15,18,23,27H,9-12,14,16H2,(H,28,32)/t18-,23-/m1/s1

Standard InChI Key:  YLMYBTJRYYSEKF-WZONZLPQSA-N

Alternative Forms

1. Parent:

   

   ALA1809008

   (6aR,9R)-9-(morpholine-4-carbonyl)-N-phenyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-7-carboxamide

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: 442.52

Molecular Weight (Monoisotopic): 442.2005

AlogP: 3.50

#Rotatable Bonds: 2

Polar Surface Area: 77.67

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.36

CX Basic pKa: ┄

CX LogP: 2.48

CX LogD: 2.48

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.64

Np Likeness Score: -0.40

References

1. Thoma G, Baenteli R, Lewis I, Jones D, Kovarik J, Streiff MB, Zerwes HG..  (2011)  Special ergolines efficiently inhibit the chemokine receptor CXCR3 in blood.,  21  (16): [PMID:21764306] [10.1016/j.bmcl.2011.06.070]

Source

Source(1):

• Scientific Literature