2-[(1R,3S,6R)-4,6-Diamino-2-hydroxy-3-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-N-(3-dimethylamino-propyl)-acetamide

ID: ALA436502

PubChem CID: 44404594

Max Phase: Preclinical

Molecular Formula: C24H34F3N5O4S

Molecular Weight: 545.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCCNC(=O)CO[C@H]1C(O)[C@@H](OCSc2ccnc3cc(C(F)(F)F)ccc23)C(N)C[C@H]1N

Standard InChI:  InChI=1S/C24H34F3N5O4S/c1-32(2)9-3-7-31-20(33)12-35-22-16(28)11-17(29)23(21(22)34)36-13-37-19-6-8-30-18-10-14(24(25,26)27)4-5-15(18)19/h4-6,8,10,16-17,21-23,34H,3,7,9,11-13,28-29H2,1-2H3,(H,31,33)/t16-,17?,21?,22-,23+/m1/s1

Standard InChI Key:  ODQYVYHOFMVCAB-KNZXZDMCSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA436502

   2-[(1R,3S,6R)-4,6-diamino-2-hydroxy-3-[[7-(trifluoromethyl)quinolin-4-yl]sulfanylmethoxy]cyclohexyl]oxy-N-[3-(dimethylamino)propyl]acetamide

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: 545.63

Molecular Weight (Monoisotopic): 545.2284

AlogP: 1.56

#Rotatable Bonds: 11

Polar Surface Area: 135.96

Molecular Species: BASE

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.12

CX Basic pKa: 9.49

CX LogP: 0.06

CX LogD: -3.94

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.19

Np Likeness Score: -0.68

References

1. Wang X, Migawa MT, Sannes-Lowery KA, Swayze EE..  (2005)  The synthesis and 16S A-site rRNA recognition of carbohydrate-free aminoglycosides.,  15  (22): [PMID:16168642] [10.1016/j.bmcl.2005.08.027]

Source

Source(1):

• Scientific Literature