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

ID: ALA2419634

PubChem CID: 73356779

Max Phase: Preclinical

Molecular Formula: C31H41N5O14

Molecular Weight: 707.69

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]1N

Standard InChI:  InChI=1S/C31H41N5O14/c1-9-10-5-6-11(34-13(38)7-36(49-4)30-19(32)26(44)22(40)12(8-37)50-30)21(39)15(10)23(41)16-14(9)24(42)18-20(35(2)3)25(43)17(29(33)47)28(46)31(18,48)27(16)45/h5-6,9,12,14,18-20,22,24,26,30,37,39-40,42-45,48H,7-8,32H2,1-4H3,(H2,33,47)(H,34,38)/t9-,12+,14+,18+,19+,20-,22+,24-,26+,30+,31-/m0/s1

Standard InChI Key:  AIMDETINAQPCES-ICZJHBKASA-N

Molfile:  

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Alternative Forms

1. Parent:

   

   ALA2419634

   (4S,4aR,5S,5aR,6R,12aR)-9-[[2-[[(2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)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-carboxamide

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: 707.69

Molecular Weight (Monoisotopic): 707.2650

AlogP: -3.78

#Rotatable Bonds: 8

Polar Surface Area: 319.13

Molecular Species: ACID

HBA: 17

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.87

CX Basic pKa: 7.97

CX LogP: -7.58

CX LogD: -7.56

Aromatic Rings: 1

Heavy Atoms: 50

QED Weighted: 0.07

Np Likeness Score: 1.16

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