(3S)-3-[(1S,4R,7S,12R,14S,17S,20R,23S,31R)-7-tert-butyl-12,26,27-trichloro-31-hydroxy-17-(methoxymethyl)-4-(1-methylcyclopropyl)-2,5,8,15,18,21-hexaoxo-6-oxa-3,9,10,16,19,22,24-heptaazapentacyclo[20.10.0.0^{9,14}.0^{23,31}.0^{25,30}]dotriaconta-25(30),26,28-trien-20-yl]-3-hydroxypropanoic acid

ID: ALA507808

PubChem CID: 11564188

Max Phase: Preclinical

Molecular Formula: C37H48Cl3N7O12

Molecular Weight: 889.19

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Kutzneride 2 | Kutzneride 2|CHEMBL507808|CHEBI:217248|(3S)-3-[(1S,4R,7S,12R,14S,17S,20R,23S,31R)-7-tert-butyl-12,26,27-trichloro-31-hydroxy-17-(methoxymethyl)-4-(1-methylcyclopropyl)-2,5,8,15,18,21-hexaoxo-6-oxa-3,9,10,16,19,22,24-heptazapentacyclo[20.10.0.09,14.023,31.025,30]dotriaconta-25(30),26,28-trien-20-yl]-3-hydroxypropanoic acid

Canonical SMILES:  COC[C@@H]1NC(=O)[C@@H]2C[C@@H](Cl)CNN2C(=O)[C@H](C(C)(C)C)OC(=O)[C@@H](C2(C)CC2)NC(=O)[C@@H]2C[C@@]3(O)c4ccc(Cl)c(Cl)c4N[C@H]3N2C(=O)[C@@H]([C@@H](O)CC(=O)O)NC1=O

Standard InChI:  InChI=1S/C37H48Cl3N7O12/c1-35(2,3)27-32(55)47-19(10-15(38)13-41-47)29(52)42-18(14-58-5)28(51)43-25(21(48)11-22(49)50)31(54)46-20(30(53)45-26(33(56)59-27)36(4)8-9-36)12-37(57)16-6-7-17(39)23(40)24(16)44-34(37)46/h6-7,15,18-21,25-27,34,41,44,48,57H,8-14H2,1-5H3,(H,42,52)(H,43,51)(H,45,53)(H,49,50)/t15-,18+,19+,20+,21+,25-,26+,27-,34+,37-/m1/s1

Standard InChI Key:  GOUIVYIRLLTNCF-JJMZTBTASA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA507808

   KUTZNERIDE 2

Molecule Features

Natural Product: Yes

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: 889.19

Molecular Weight (Monoisotopic): 887.2427

AlogP: -0.05

#Rotatable Bonds: 6

Polar Surface Area: 265.27

Molecular Species: ACID

HBA: 13

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.62

CX Basic pKa: 3.12

CX LogP: -0.87

CX LogD: -3.64

Aromatic Rings: 1

Heavy Atoms: 59

QED Weighted: 0.14

Np Likeness Score: 1.15

References

1. Broberg A, Menkis A, Vasiliauskas R..  (2006)  Kutznerides 1-4, depsipeptides from the actinomycete Kutzneria sp. 744 inhabiting mycorrhizal roots of Picea abies seedlings.,  69  (1): [PMID:16441076] [10.1021/np050378g]

2. Pohanka A, Menkis A, Levenfors J, Broberg A..  (2006)  Low-abundance kutznerides from Kutzneria sp. 744.,  69  (12): [PMID:17190458] [10.1021/np0604331]

Source

Source(1):

• Scientific Literature