2-(1,3-dihydroxypropan-2-ylamino)-7,10-dihydroxy-8-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-8,9-dihydro-1H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-1,3(2H)-dione

ID: ALA4558879

PubChem CID: 9851821

Max Phase: Preclinical

Molecular Formula: C29H28N4O11

Molecular Weight: 608.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1c2c(c3c4cccc(O)c4n([C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)c3c3[nH]c4c(O)cccc4c23)C(=O)N1NC(CO)CO

Standard InChI:  InChI=1S/C29H28N4O11/c34-7-10(8-35)31-33-27(42)18-16-11-3-1-5-13(37)20(11)30-21(16)23-17(19(18)28(33)43)12-4-2-6-14(38)22(12)32(23)29-26(41)25(40)24(39)15(9-36)44-29/h1-6,10,15,24-26,29-31,34-41H,7-9H2/t15-,24-,25+,26-,29-/m1/s1

Standard InChI Key:  GCRUJJZDHHVZTG-FIVAAQFZSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4558879

   13-(1,3-dihydroxypropan-2-ylamino)-5,21-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4(9),5,7,10,15,17(22),18,20-nonaene-12,14-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 608.56

Molecular Weight (Monoisotopic): 608.1755

AlogP: -0.73

#Rotatable Bonds: 6

Polar Surface Area: 241.20

Molecular Species: NEUTRAL

HBA: 13

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.12

CX Basic pKa: 2.44

CX LogP: -1.26

CX LogD: -1.27

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.11

Np Likeness Score: 0.94

References

1. Laev SS, Salakhutdinov NF, Lavrik OI..  (2016)  Tyrosyl-DNA phosphodiesterase inhibitors: Progress and potential.,  24  (21): [PMID:27687971] [10.1016/j.bmc.2016.09.045]

Source

Source(1):

• Scientific Literature