[6-((1S,3R)-3-Acetyl-5,12-dihydroxy-10-methoxy-1,3-dimethyl-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy)-3-hydroxy-2-methyl-tetrahydro-pyran-4-yl]-carbamic acid 2-benzenesulfonyl-ethyl ester

ID: ALA274803

PubChem CID: 44266097

Max Phase: Preclinical

Molecular Formula: C38H41NO13S

Molecular Weight: 751.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](C)(C(C)=O)C[C@]3(C)OC1CC(NC(=O)OCCS(=O)(=O)c2ccccc2)C(O)C(C)O1

Standard InChI:  InChI=1S/C38H41NO13S/c1-19-31(41)24(39-36(46)50-14-15-53(47,48)21-10-7-6-8-11-21)16-26(51-19)52-38(4)18-37(3,20(2)40)17-23-30(38)35(45)29-28(33(23)43)32(42)22-12-9-13-25(49-5)27(22)34(29)44/h6-13,19,24,26,31,41,43,45H,14-18H2,1-5H3,(H,39,46)/t19?,24?,26?,31?,37-,38+/m1/s1

Standard InChI Key:  ZZEGQDPVUUXJAM-RYYUOGRGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA274803

   2-(benzenesulfonyl)ethyl N-[6-[[(1S,3R)-3-acetyl-5,12-dihydroxy-10-methoxy-1,3-dimethyl-6,11-dioxo-2,4-dihydrotetracen-1-yl]oxy]-3-hydroxy-2-methyloxan-4-yl]carbamate

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: 751.81

Molecular Weight (Monoisotopic): 751.2299

AlogP: 3.72

#Rotatable Bonds: 9

Polar Surface Area: 212.06

Molecular Species: NEUTRAL

HBA: 13

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.01

CX Basic pKa: ┄

CX LogP: 5.37

CX LogD: 5.27

Aromatic Rings: 3

Heavy Atoms: 53

QED Weighted: 0.18

Np Likeness Score: 0.61

References

1. Maligres P, Nicolaou K, Wrasidlo W.  (1993)  A new designed tumor selective daunomycin derivative,  3  (6): [10.1016/S0960-894X(00)80285-1]

Source

Source(1):

• Scientific Literature