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

ID: ALA2419636

PubChem CID: 73356780

Max Phase: Preclinical

Molecular Formula: C29H36N4O13

Molecular Weight: 648.62

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)C1OC[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C29H36N4O13/c1-9-10-5-6-11(31-13(35)7-33(45-4)28-21(37)12(34)8-46-28)20(36)15(10)22(38)16-14(9)23(39)18-19(32(2)3)24(40)17(27(30)43)26(42)29(18,44)25(16)41/h5-6,9,12,14,18-19,21,23,28,34,36-37,39-41,44H,7-8H2,1-4H3,(H2,30,43)(H,31,35)/t9-,12-,14+,18+,19-,21-,23-,28?,29-/m0/s1

Standard InChI Key:  HUIGTUOWZGAVHL-SAWPYZDBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2419636

   (4S,4aR,5S,5aR,6R,12aR)-9-[[2-[[(3S,4S)-3,4-dihydroxyoxolan-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: 648.62

Molecular Weight (Monoisotopic): 648.2279

AlogP: -2.47

#Rotatable Bonds: 7

Polar Surface Area: 272.88

Molecular Species: ACID

HBA: 15

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.87

CX Basic pKa: 7.78

CX LogP: -5.71

CX LogD: -6.21

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.08

Np Likeness Score: 1.12

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