(S)-2-{(S)-2-[2-(3-Acetylamino-2-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy)-propionylamino]-3-methyl-butyrylamino}-pentanedioic acid 1-amide 5-[(12-oxo-10,12-dihydro-isoindolo[1,2-b]quinazolin-8-yl)-amide]

ID: ALA178500

PubChem CID: 44386988

Max Phase: Preclinical

Molecular Formula: C43H51N7O11

Molecular Weight: 841.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NC1C(OCc2ccccc2)OC(CO)C(O)C1OC(C)C(=O)N[C@H](C(=O)N[C@@H](CCC(=O)Nc1ccc2c(c1)CN1C(=O)c3ccccc3C1=N2)C(N)=O)C(C)C

Standard InChI:  InChI=1S/C43H51N7O11/c1-22(2)34(49-40(56)23(3)60-37-35(45-24(4)52)43(61-32(20-51)36(37)54)59-21-25-10-6-5-7-11-25)41(57)48-31(38(44)55)16-17-33(53)46-27-14-15-30-26(18-27)19-50-39(47-30)28-12-8-9-13-29(28)42(50)58/h5-15,18,22-23,31-32,34-37,43,51,54H,16-17,19-21H2,1-4H3,(H2,44,55)(H,45,52)(H,46,53)(H,48,57)(H,49,56)/t23?,31-,32?,34-,35?,36?,37?,43?/m0/s1

Standard InChI Key:  PKJIRCHLRJQWRE-MRIRQTADSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA178500

   (2S)-2-[[(2S)-2-[2-[5-acetamido-3-hydroxy-2-(hydroxymethyl)-6-phenylmethoxyoxan-4-yl]oxypropanoylamino]-3-methylbutanoyl]amino]-N'-(12-oxo-10H-isoindolo[1,2-b]quinazolin-8-yl)pentanediamide

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: 841.92

Molecular Weight (Monoisotopic): 841.3647

AlogP: 1.14

#Rotatable Bonds: 17

Polar Surface Area: 260.31

Molecular Species: NEUTRAL

HBA: 12

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.59

CX Basic pKa: 4.02

CX LogP: 0.68

CX LogD: 0.68

Aromatic Rings: 3

Heavy Atoms: 61

QED Weighted: 0.10

Np Likeness Score: 0.21

References

1. Dzierzbicka K, Trzonkowski P, Sewerynek P, Myśliwski A..  (2003)  Synthesis and cytotoxic activity of conjugates of muramyl and normuramyl dipeptides with batracylin derivatives.,  46  (6): [PMID:12620074] [10.1021/jm021067v]

Source

Source(1):

• Scientific Literature