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

ID: ALA307516

Chembl Id: CHEMBL307516

PubChem CID: 44314345

Max Phase: Preclinical

Molecular Formula: C23H20N2O4

Molecular Weight: 388.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2c-1nc1cccc3c1c2CCC3

Standard InChI:  InChI=1S/C23H20N2O4/c1-2-23(28)16-9-18-20-14(10-25(18)21(26)15(16)11-29-22(23)27)13-7-3-5-12-6-4-8-17(24-20)19(12)13/h4,6,8-9,28H,2-3,5,7,10-11H2,1H3/t23-/m0/s1

Standard InChI Key:  RBIIIWDNGAAFOF-QHCPKHFHSA-N

Alternative Forms

1. Parent:

   

   ALA307516

   (10S)-10-ethyl-10-hydroxy-8-oxa-4,15-diazahexacyclo[14.7.1.02,14.04,13.06,11.020,24]tetracosa-1,6(11),12,14,16,18,20(24)-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: 388.42

Molecular Weight (Monoisotopic): 388.1423

AlogP: 2.57

#Rotatable Bonds: 1

Polar Surface Area: 81.42

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.69

CX Basic pKa: 4.20

CX LogP: 2.23

CX LogD: 2.23

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: 0.73

References

1. Sugimori M, Ejima A, Ohsuki S, Uoto K, Mitsui I, Kawato Y, Hirota Y, Sato K, Terasawa H..  (1998)  Synthesis and antitumor activity of ring A- and F-modified hexacyclic camptothecin analogues.,  41  (13): [PMID:9632364] [10.1021/jm970765q]

Source

Source(1):

• Scientific Literature