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

ID: ALA174368

PubChem CID: 44386382

Max Phase: Preclinical

Molecular Formula: C48H60N8O12

Molecular Weight: 941.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NC1C(OCc2ccccc2)OC(CO)C(O)C1OCC(=O)N[C@H](C(=O)N[C@@H](CCC(=O)NCCCCCC(=O)Nc1ccc2c(c1)CN1C(=O)c3ccccc3C1=N2)C(N)=O)C(C)C

Standard InChI:  InChI=1S/C48H60N8O12/c1-27(2)40(55-39(61)26-66-43-41(51-28(3)58)48(68-36(24-57)42(43)62)67-25-29-12-6-4-7-13-29)46(64)54-35(44(49)63)19-20-37(59)50-21-11-5-8-16-38(60)52-31-17-18-34-30(22-31)23-56-45(53-34)32-14-9-10-15-33(32)47(56)65/h4,6-7,9-10,12-15,17-18,22,27,35-36,40-43,48,57,62H,5,8,11,16,19-21,23-26H2,1-3H3,(H2,49,63)(H,50,59)(H,51,58)(H,52,60)(H,54,64)(H,55,61)/t35-,36?,40-,41?,42?,43?,48?/m0/s1

Standard InChI Key:  FBTQLKLTKWNSBS-TUVKSWFYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA174368

   (2S)-2-[[(2S)-2-[[2-[5-acetamido-3-hydroxy-2-(hydroxymethyl)-6-phenylmethoxyoxan-4-yl]oxyacetyl]amino]-3-methylbutanoyl]amino]-N'-[6-oxo-6-[(12-oxo-10H-isoindolo[1,2-b]quinazolin-8-yl)amino]hexyl]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: 941.05

Molecular Weight (Monoisotopic): 940.4331

AlogP: 1.43

#Rotatable Bonds: 23

Polar Surface Area: 289.41

Molecular Species: NEUTRAL

HBA: 13

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.70

CX Basic pKa: 4.02

CX LogP: 0.42

CX LogD: 0.42

Aromatic Rings: 3

Heavy Atoms: 68

QED Weighted: 0.06

Np Likeness Score: 0.00

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