Cyclosporin A derivative

ID: ALA384608

Chembl Id: CHEMBL384608

PubChem CID: 44293468

Max Phase: Preclinical

Molecular Formula: C63H111N11O13

Molecular Weight: 1230.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@H]1NC(=O)[C@H]([C@@H]2O[C@]3(O)CC[C@@H]3C[C@H]2C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O

Standard InChI:  InChI=1S/C63H111N11O13/c1-24-43-58(81)68(17)32-48(75)69(18)44(27-33(2)3)55(78)67-49(37(10)11)61(84)70(19)45(28-34(4)5)54(77)64-40(15)53(76)65-41(16)57(80)71(20)46(29-35(6)7)59(82)72(21)47(30-36(8)9)60(83)73(22)50(38(12)13)62(85)74(23)51(56(79)66-43)52-39(14)31-42-25-26-63(42,86)87-52/h33-47,49-52,86H,24-32H2,1-23H3,(H,64,77)(H,65,76)(H,66,79)(H,67,78)/t39-,40+,41-,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-,63-/m1/s1

Standard InChI Key:  IZDDALPLNCTJCN-RUSIRKFWSA-N

Alternative Forms

1. Parent:

   

   ALA384608

   (3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-30-ethyl-33-[(1R,3R,4R,6R)-1-hydroxy-4-methyl-2-oxabicyclo[4.2.0]octan-3-yl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritr

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: 1230.64

Molecular Weight (Monoisotopic): 1229.8363

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References

1. Eberle MK, Jutzi-Eme A, Nuninger F.  (1995)  Modifications of the MeBmt side chain of cyclosporin A,  5  (15): [10.1016/0960-894X(95)00281-W]

Source

Source(1):

• Scientific Literature