MRT 12113

ID: ALA3325855

PubChem CID: 24762179

Max Phase: Preclinical

Molecular Formula: C30H24O13

Molecular Weight: 592.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(C2Oc3c(c(O)cc4c3C3c5c(O)cc(O)c(O)c5OC(c5ccc(O)c(O)c5)(O4)C3O)CC2O)cc1O

Standard InChI:  InChI=1S/C30H24O13/c31-13-3-1-10(5-16(13)34)26-20(38)7-12-15(33)9-21-23(27(12)41-26)24-22-18(36)8-19(37)25(39)28(22)43-30(42-21,29(24)40)11-2-4-14(32)17(35)6-11/h1-6,8-9,20,24,26,29,31-40H,7H2

Standard InChI Key:  IUPQNGNZYZDZOI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 43 49  0  0  0  0  0  0  0  0999 V2000
    3.7461   -2.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7450   -3.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530   -3.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4512   -2.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1598   -2.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1632   -3.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8756   -3.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5892   -3.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5858   -2.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8688   -2.2406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8796   -4.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8826   -6.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5915   -5.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5861   -5.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1732   -5.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1712   -5.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4642   -4.7055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7547   -5.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7567   -5.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4682   -6.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0486   -4.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0491   -3.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3418   -3.4828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6336   -3.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371   -4.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3449   -5.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2912   -2.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0004   -2.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7064   -2.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7043   -1.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9904   -1.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2873   -1.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4488   -1.4360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0383   -2.2536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -3.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9312   -5.1254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4152   -2.6469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4102   -1.0104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8859   -7.1558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0495   -6.3442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2980   -3.8844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7393   -4.2923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4443   -3.9869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 11 16  2  0
 15 12  2  0
 12 13  1  0
 13 14  2  0
 14 11  1  0
  7 11  1  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 18 21  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
  9 27  1  0
  4 33  1  0
  1 34  1  0
 24 35  1  0
 25 36  1  0
 29 37  1  0
 30 38  1  0
 12 39  1  0
 19 40  1  0
  8 41  1  0
  3 42  1  0
 14 43  1  0
  9 43  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3325855

   CID 24762179

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: 592.51

Molecular Weight (Monoisotopic): 592.1217

AlogP: 2.50

#Rotatable Bonds: 2

Polar Surface Area: 229.99

Molecular Species: NEUTRAL

HBA: 13

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.71

CX Basic pKa: ┄

CX LogP: 3.29

CX LogD: 3.27

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.12

Np Likeness Score: 2.19

References

1. Kher SS, Penzo M, Fulle S, Finn PW, Blackman MJ, Jirgensons A..  (2014)  Substrate derived peptidic α-ketoamides as inhibitors of the malarial protease PfSUB1.,  24  (18): [PMID:25129616] [10.1016/j.bmcl.2014.07.086]

2. Lidumniece E, Withers-Martinez C, Hackett F, Blackman MJ, Jirgensons A..  (2022)  Subtilisin-like Serine Protease 1 (SUB1) as an Emerging Antimalarial Drug Target: Current Achievements in Inhibitor Discovery.,  65  (19.0): [PMID:36137276] [10.1021/acs.jmedchem.2c01093]

Source

Source(1):

• Scientific Literature