2-Amino-4-methyl-pentanoic acid {3-hydroxy-2-methyl-6-[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxy-acetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy]-tetrahydro-pyran-4-yl}-amide

ID: ALA356198

Chembl Id: CHEMBL356198

PubChem CID: 329334

Max Phase: Preclinical

Molecular Formula: C33H40N2O12

Molecular Weight: 656.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3OC1CC(NC(=O)C(N)CC(C)C)C(O)C(C)O1

Standard InChI:  InChI=1S/C33H40N2O12/c1-13(2)8-17(34)32(43)35-18-9-22(46-14(3)27(18)38)47-20-11-33(44,21(37)12-36)10-16-24(20)31(42)26-25(29(16)40)28(39)15-6-5-7-19(45-4)23(15)30(26)41/h5-7,13-14,17-18,20,22,27,36,38,40,42,44H,8-12,34H2,1-4H3,(H,35,43)/t14?,17?,18?,20-,22?,27?,33-/m0/s1

Standard InChI Key:  HROXIDVVXKDCBD-YKZIBYIISA-N

Alternative Forms

1. Parent:

   

   ALA356198

   5, 10-[[3-[(2-amino-4-methyl-1-oxopentyl)amino]-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, [8S-[8alpha,10alpha(R*)]]-

Molecule Features

Natural Product: Yes

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: 656.69

Molecular Weight (Monoisotopic): 656.2581

AlogP: 0.53

#Rotatable Bonds: 9

Polar Surface Area: 235.17

Molecular Species: BASE

HBA: 13

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.88

CX Basic pKa: 8.56

CX LogP: 1.50

CX LogD: 1.20

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.16

Np Likeness Score: 1.53

References

1. Freidinger RM..  (2003)  Design and synthesis of novel bioactive peptides and peptidomimetics.,  46  (26): [PMID:14667208] [10.1021/jm030484k]

Source

Source(1):

• Scientific Literature