ID: ALA3350558

Max Phase: Preclinical

Molecular Formula: C28H23Cl2N3O7

Molecular Weight: 584.41

Molecule Type: Small molecule

Representations

Canonical SMILES:  CO[C@H]1[C@H](O)[C@@H](O)[C@H](n2c3c(Cl)cccc3c3c4c(c5c6cccc(Cl)c6[nH]c5c32)C(=O)N(C)C4=O)O[C@@H]1CO

Standard InChI:  InChI=1S/C28H23Cl2N3O7/c1-32-26(37)17-15-10-5-3-7-12(29)19(10)31-20(15)22-16(18(17)27(32)38)11-6-4-8-13(30)21(11)33(22)28-24(36)23(35)25(39-2)14(9-34)40-28/h3-8,14,23-25,28,31,34-36H,9H2,1-2H3/t14-,23-,24-,25-,28-/m1/s1

Standard InChI Key:  IDJBSIHZPGRCAI-BJIUMZSASA-N

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

Properties

Molecular Weight: 584.41

Molecular Weight (Monoisotopic): 583.0913

AlogP: 3.59

#Rotatable Bonds: 3

Polar Surface Area: 137.25

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.86

CX Basic pKa:

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.24

Np Likeness Score: 0.68

References

1. Moreau P, Anizon F, Sancelme M, Prudhomme M, Bailly C, Carrasco C, Ollier M, Sevère D, Riou JF, Fabbro D, Meyer T, Aubertin AM..  (1998)  Syntheses and biological evaluation of indolocarbazoles, analogues of rebeccamycin, modified at the imide heterocycle.,  41  (10): [PMID:9572888] [10.1021/jm970843+]

2. Moreau P, Anizon F, Sancelme M, Prudhomme M, Bailly C, Carrasco C, Ollier M, Sevère D, Riou JF, Fabbro D, Meyer T, Aubertin AM..  (1998)  Syntheses and biological evaluation of indolocarbazoles, analogues of rebeccamycin, modified at the imide heterocycle.,  41  (10): [PMID:9572888] [10.1021/jm970843+]

3. Moreau P, Anizon F, Sancelme M, Prudhomme M, Sevère D, Riou JF, Goossens JF, Hénichart JP, Bailly C, Labourier E, Tazzi J, Fabbro D, Meyer T, Aubertin AM..  (1999)  Synthesis, mode of action, and biological activities of rebeccamycin bromo derivatives.,  42  (10): [PMID:10346933] [10.1021/jm980702n]

4. Anizon F, Belin L, Moreau P, Sancelme M, Voldoire A, Prudhomme M, Ollier M, Sevère D, Riou JF, Bailly C, Fabbro D, Meyer T..  (1997)  Syntheses and biological activities (topoisomerase inhibition and antitumor and antimicrobial properties) of rebeccamycin analogues bearing modified sugar moieties and substituted on the imide nitrogen with a methyl group.,  40  (21): [PMID:9341921] [10.1021/jm9702084]

Source

Source(1):

• Scientific Literature