(RS)9-ethyl-9-hydroxy-4-methyl-2,3,9,10,13,15-hexahydro-1H,12H-benzo[ij]pyrano[3',4':6,7]indolizino[1,2-c][2,7]naphthyridine-10,13-dione

ID: ALA317416

Chembl Id: CHEMBL317416

PubChem CID: 11741887

Max Phase: Preclinical

Molecular Formula: C23H21N3O4

Molecular Weight: 403.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1(O)C(=O)OCc2c1cc1n(c2=O)Cc2c-1nc1ccc(C)c3c1c2CCN3

Standard InChI:  InChI=1S/C23H21N3O4/c1-3-23(29)15-8-17-20-13(9-26(17)21(27)14(15)10-30-22(23)28)12-6-7-24-19-11(2)4-5-16(25-20)18(12)19/h4-5,8,24,29H,3,6-7,9-10H2,1-2H3

Standard InChI Key:  CKBLCWXTJVFVIP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA317416

   10-Ethyl-10-hydroxy-19-methyl-8-oxa-4,15,21-triazahexacyclo[14.7.1.02,14.04,13.06,11.020,24]tetracosa-1,6(11),12,14,16(24),17,19-heptaene-5,9-dione

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: 403.44

Molecular Weight (Monoisotopic): 403.1532

AlogP: 2.36

#Rotatable Bonds: 1

Polar Surface Area: 93.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.70

CX Basic pKa: 4.60

CX LogP: 1.25

CX LogD: 1.25

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.47

Np Likeness Score: 0.90

References

1. Sugimori M, Ejima A, Ohsuki S, Uoto K, Mitsui I, Matsumoto K, Kawato Y, Yasuoka M, Sato K, Tagawa H..  (1994)  Antitumor agents. 7. Synthesis and antitumor activity of novel hexacyclic camptothecin analogues.,  37  (19): [PMID:7932525] [10.1021/jm00045a007]

Source

Source(1):

• Scientific Literature