sodium (2S,2'S,5R,5'R,6R,6'R)-6,6'-((1E,1'E)-(6,6',7,7'-tetrahydroxy-5,5'-diisopropyl-3,3'-dimethyl-1,1',4,4'-tetraoxo-1,1',4,4'-tetrahydro-2,2'-binaphthyl-8,8'-diyl)bis(methan-1-yl-1-ylidene)bis(azan-1-yl-1-ylidene))bis(3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate)

ID: ALA1215012

Chembl Id: CHEMBL1215012

Max Phase: Preclinical

Molecular Formula: C46H44N4Na2O14S2

Molecular Weight: 943.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(C2=C(C)C(=O)c3c(c(/C=N/[C@@H]4C(=O)N5[C@@H]4SC(C)(C)[C@@H]5C(=O)[O-])c(O)c(O)c3C(C)C)C2=O)C(=O)c2c(/C=N/[C@@H]3C(=O)N4[C@@H]3SC(C)(C)[C@@H]4C(=O)[O-])c(O)c(O)c(C(C)C)c2C1=O.[Na+].[Na+]

Standard InChI:  InChI=1S/C46H46N4O14S2.2Na/c1-13(2)19-25-23(17(31(53)35(19)57)11-47-27-39(59)49-37(43(61)62)45(7,8)65-41(27)49)33(55)21(15(5)29(25)51)22-16(6)30(52)26-20(14(3)4)36(58)32(54)18(24(26)34(22)56)12-48-28-40(60)50-38(44(63)64)46(9,10)66-42(28)50;;/h11-14,27-28,37-38,41-42,53-54,57-58H,1-10H3,(H,61,62)(H,63,64);;/q;2*+1/p-2/b47-11+,48-12+;;/t27-,28-,37+,38+,41-,42-;;/m1../s1

Standard InChI Key:  ZDEKCDBGGFULIS-GLJFYBKGSA-L

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: 943.02

Molecular Weight (Monoisotopic): 942.2452

AlogP: 4.72

#Rotatable Bonds: 9

Polar Surface Area: 289.14

Molecular Species: ACID

HBA: 16

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.64

CX Basic pKa: 1.67

CX LogP: 4.21

CX LogD: -4.01

Aromatic Rings: 2

Heavy Atoms: 66

QED Weighted: 0.11

Np Likeness Score: 0.58

References

1. Yan F, Cao XX, Jiang HX, Zhao XL, Wang JY, Lin YH, Liu QL, Zhang C, Jiang B, Guo F..  (2010)  A novel water-soluble gossypol derivative increases chemotherapeutic sensitivity and promotes growth inhibition in colon cancer.,  53  (15): [PMID:20684596] [10.1021/jm1001698]

Source

Source(1):

• Scientific Literature