ID: ALA2074578

Max Phase: Preclinical

Molecular Formula: C22H22N2O6

Molecular Weight: 410.43

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCc1c2c(nc3ccc(O)cc13)-c1cc([C@@](O)(CC)C(=O)O)c(CO)c(=O)n1C2

Standard InChI:  InChI=1S/C22H22N2O6/c1-3-12-13-7-11(26)5-6-17(13)23-19-14(12)9-24-18(19)8-16(15(10-25)20(24)27)22(30,4-2)21(28)29/h5-8,25-26,30H,3-4,9-10H2,1-2H3,(H,28,29)/t22-/m0/s1

Standard InChI Key:  IRKZFHZUIBLGKU-QFIPXVFZSA-N

Molecule Features

Natural Product: Yes

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

Properties

Molecular Weight: 410.43

Molecular Weight (Monoisotopic): 410.1478

AlogP: 1.87

#Rotatable Bonds: 5

Polar Surface Area: 132.88

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.29

CX Basic pKa: 4.04

CX LogP: 0.27

CX LogD: -2.19

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.39

Np Likeness Score: 0.70

References

1. Chu XY, Kato Y, Niinuma K, Sudo KI, Hakusui H, Sugiyama Y..  (1997)  Multispecific organic anion transporter is responsible for the biliary excretion of the camptothecin derivative irinotecan and its metabolites in rats.,  281  (1): [PMID:9103511]

2. Arimori K, Kuroki N, Hidaka M, Iwakiri T, Yamsaki K, Okumura M, Ono H, Takamura N, Kikuchi M, Nakano M..  (2003)  Effect of P-glycoprotein modulator, cyclosporin A, on the gastrointestinal excretion of irinotecan and its metabolite SN-38 in rats.,  20  (1): [PMID:12817897] [10.1023/a:1023847521767]

Source

Source(1):

• TP-search Transporter Database