4-Deoxy-3,4-[2-spiro-[1-[2-(2-methyl-5-nitro-imidazol-1-yl)ethyl]-piperidin-4-yl]]-(1H)-imidazo-(2,5-dihydro)rifamycin

ID: ALA5172403

Chembl Id: CHEMBL5172403

PubChem CID: 136014272

Max Phase: Preclinical

Molecular Formula: C48H61N7O13

Molecular Weight: 944.05

Names and Identifiers

Canonical SMILES:  CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(c3C2=O)C2=NC3(CCN(CCn5c([N+](=O)[O-])cnc5C)CC3)NC2=C(NC(=O)/C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)C4=O

Standard InChI:  InChI=1S/C48H61N7O13/c1-23-12-11-13-24(2)46(62)50-38-37-36(51-48(52-37)15-17-53(18-16-48)19-20-54-29(7)49-22-32(54)55(63)64)33-34(42(38)60)41(59)28(6)44-35(33)45(61)47(9,68-44)66-21-14-31(65-10)25(3)43(67-30(8)56)27(5)40(58)26(4)39(23)57/h11-14,21-23,25-27,31,39-40,43,52,57-59H,15-20H2,1-10H3,(H,50,62)/b12-11+,21-14+,24-13-/t23-,25+,26+,27+,31-,39-,40+,43+,47-/m0/s1

Standard InChI Key:  GVNMWVKTEANXFY-AIGATTFSSA-N

Alternative Forms

1. Parent:

   

   ALA5172403

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 944.05

Molecular Weight (Monoisotopic): 943.4327

AlogP: 4.07

#Rotatable Bonds: 6

Polar Surface Area: 266.51

Molecular Species: NEUTRAL

HBA: 18

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 20

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.95

CX Basic pKa: 6.22

CX LogP: 3.34

CX LogD: 3.14

Aromatic Rings: 2

Heavy Atoms: 68

QED Weighted: 0.16

Np Likeness Score: 1.28

References

1. Ma Z, He S, Yuan Y, Zhuang Z, Liu Y, Wang H, Chen J, Xu X, Ding C, Molodtsov V, Lin W, Robertson GT, Weiss WJ, Pulse M, Nguyen P, Duncan L, Doyle T, Ebright RH, Lynch AS..  (2022)  Design, Synthesis, and Characterization of TNP-2198, a Dual-Targeted Rifamycin-Nitroimidazole Conjugate with Potent Activity against Microaerophilic and Anaerobic Bacterial Pathogens.,  65  (6.0): [PMID:35175750] [10.1021/acs.jmedchem.1c02045]

Source

Source(1):

• Scientific Literature