(RS)9-ethyl-9-hydroxy-4-methyl-1,2,9,10,13,15-hexahydro-12H-pyrano[3',4':6,7]indolizino[1,2-b]thiopyrano[4,3,2-de]quinoline-10,13-dione

ID: ALA317686

Chembl Id: CHEMBL317686

PubChem CID: 10387421

Max Phase: Preclinical

Molecular Formula: C23H20N2O4S

Molecular Weight: 420.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1(O)C(=O)OCc2c1cc1n(c2=O)Cc2c-1nc1ccc(C)c3c1c2CCS3

Standard InChI:  InChI=1S/C23H20N2O4S/c1-3-23(28)15-8-17-19-13(9-25(17)21(26)14(15)10-29-22(23)27)12-6-7-30-20-11(2)4-5-16(24-19)18(12)20/h4-5,8,28H,3,6-7,9-10H2,1-2H3

Standard InChI Key:  WEHAFUKVGRDYGT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA317686

   10-Ethyl-10-hydroxy-19-methyl-8-oxa-21-thia-4,15-diazahexacyclo[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: 420.49

Molecular Weight (Monoisotopic): 420.1144

AlogP: 3.04

#Rotatable Bonds: 1

Polar Surface Area: 81.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.69

CX Basic pKa: 3.61

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: 0.61

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