(8-({[(5R,5aR,6S,6aR,7S,10aS)-9-carbamoyl-7-(dimethylamino)-1,6,8,10a,11-pentahydroxy-5-methyl-10,12-dioxo-5,5a,6,6a,7,10,10a,12-octahydrotetracen-2-yl]carbamoyl}octyl)phosphonium chloride

ID: ALA4744682

Chembl Id: CHEMBL4744682

PubChem CID: 158848314

Max Phase: Preclinical

Molecular Formula: C49H55ClN3O9P

Molecular Weight: 860.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H]1c2ccc(NC(=O)CCCCCCCC[P+](c3ccccc3)(c3ccccc3)c3ccccc3)c(O)c2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21.[Cl-]

Standard InChI:  InChI=1S/C49H54N3O9P.ClH/c1-29-33-26-27-34(42(54)37(33)43(55)38-36(29)44(56)40-41(52(2)3)45(57)39(48(50)60)47(59)49(40,61)46(38)58)51-35(53)25-17-6-4-5-7-18-28-62(30-19-11-8-12-20-30,31-21-13-9-14-22-31)32-23-15-10-16-24-32;/h8-16,19-24,26-27,29,36,40-41,44,56,61H,4-7,17-18,25,28H2,1-3H3,(H5-,50,51,53,54,55,57,58,59,60);1H/t29-,36+,40+,41-,44-,49-;/m0./s1

Standard InChI Key:  WRACDSIGJHAEFF-MGLSWVBHSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 860.96

Molecular Weight (Monoisotopic): 860.3670

AlogP: 5.32

#Rotatable Bonds: 15

Polar Surface Area: 210.72

Molecular Species: ACID

HBA: 10

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 2.87

CX Basic pKa: 7.78

CX LogP: 3.01

CX LogD: 2.52

Aromatic Rings: 4

Heavy Atoms: 62

QED Weighted: 0.04

Np Likeness Score: 0.82

References

1. Cochrane EJ,Hulit J,Lagasse FP,Lechertier T,Stevenson B,Tudor C,Trebicka D,Sparey T,Ratcliffe AJ.  (2021)  Impact of Mitochondrial Targeting Antibiotics on Mitochondrial Function and Proliferation of Cancer Cells.,  12  (4.0): [PMID:33859798] [10.1021/acsmedchemlett.0c00632]

Source

Source(1):

• Scientific Literature