(4S,4aR,5S,5aR,6R,12aS)-4-(Dimethylamino)-9-(N-methoxy-N-2'-N-trifluoroacetylamino-beta-D-glucosylglycyl)amino-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

ID: ALA2419806

PubChem CID: 73349179

Max Phase: Preclinical

Molecular Formula: C33H40F3N5O15

Molecular Weight: 803.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CON(CC(=O)Nc1ccc2c(c1O)C(=O)C1=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]1[C@H]2C)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(=O)C(F)(F)F

Standard InChI:  InChI=1S/C33H40F3N5O15/c1-9-10-5-6-11(38-13(43)7-41(55-4)30-19(39-31(53)33(34,35)36)26(49)22(45)12(8-42)56-30)21(44)15(10)23(46)16-14(9)24(47)18-20(40(2)3)25(48)17(29(37)52)28(51)32(18,54)27(16)50/h5-6,9,12,14,18-20,22,24,26,30,42,44-45,47-50,54H,7-8H2,1-4H3,(H2,37,52)(H,38,43)(H,39,53)/t9-,12+,14+,18+,19+,20-,22+,24-,26+,30+,32-/m0/s1

Standard InChI Key:  GQBLGKWQGMJKAL-HYZWEKLTSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2419806

   (4S,4aR,5S,5aR,6R,12aR)-9-[[2-[[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2,2,2-trifluoroacetyl)amino]oxan-2-yl]-methoxyamino]acetyl]amino]-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-car

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: 803.70

Molecular Weight (Monoisotopic): 803.2473

AlogP: -3.06

#Rotatable Bonds: 9

Polar Surface Area: 322.21

Molecular Species: ACID

HBA: 17

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.87

CX Basic pKa: 7.81

CX LogP: -6.13

CX LogD: -7.10

Aromatic Rings: 1

Heavy Atoms: 56

QED Weighted: 0.07

Np Likeness Score: 0.96

References

1. Zhang J, Ponomareva LV, Marchillo K, Zhou M, Andes DR, Thorson JS..  (2013)  Synthesis and antibacterial activity of doxycycline neoglycosides.,  76  (9): [PMID:23987662] [10.1021/np4003096]

Source

Source(1):

• Scientific Literature