N,15-didehydro-15-deoxo-3,15-epi[methano(methylimino)]rifamycin SV

ID: ALA3274603

Chembl Id: CHEMBL3274603

PubChem CID: 90678782

Max Phase: Preclinical

Molecular Formula: C39H50N2O11

Molecular Weight: 722.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(O)c5c(c(O)c4c3C2=O)CN(C)C(=N5)/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

Standard InChI:  InChI=1S/C39H50N2O11/c1-17-12-11-13-18(2)38-40-29-24(16-41(38)9)33(46)26-27(34(29)47)32(45)22(6)36-28(26)37(48)39(8,52-36)50-15-14-25(49-10)19(3)35(51-23(7)42)21(5)31(44)20(4)30(17)43/h11-15,17,19-21,25,30-31,35,43-47H,16H2,1-10H3/b12-11+,15-14+,18-13-/t17-,19+,20+,21+,25-,30-,31+,35+,39-/m0/s1

Standard InChI Key:  ZYHLDBIMLCCGJP-NASBSWOMSA-N

Alternative Forms

1. Parent:

   

   ALA3274603

   [(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22,24-octamethyl-6-oxo-8,32-dioxa-24,31-diazapentacyclo[21.5.3.14,7.05,28.026,30]dotriaconta-1(29),2,4,9,19,21,23(31),26(30),27-nonaen-13-yl] acetate

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: 722.83

Molecular Weight (Monoisotopic): 722.3415

AlogP: 5.29

#Rotatable Bonds: 2

Polar Surface Area: 187.81

Molecular Species: NEUTRAL

HBA: 13

HBD: 5

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.90

CX Basic pKa: 5.68

CX LogP: 4.28

CX LogD: 3.83

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.20

Np Likeness Score: 2.06

References

1. McCarthy JR, Moore JL, Wysong DV..  (1977)  3-N-Substituted aminomethyl derivatives of rifamycin SV. A convenient method of synthesis, cyclization of certain derivatives, and anticellular and antiviral activities of several derivatives.,  20  (10): [PMID:198544] [10.1021/jm00220a009]

Source

Source(1):

• Scientific Literature