3-[(1R,4S,7S,13S,19S,22S,25S,28R,31S,34S,40S,43S,46R,49S,52R,58S,61S,64S,67R,70S,76S,79S,82R,85S,88S)-4-[(2S)-butan-2-yl]-22-(3-carbamimidamidopropyl)-19-(carbamoylmethyl)-25,61,70,79,85-pentakis[(1R)-1-hydroxyethyl]-43,49-bis(hydroxymethyl)-64-[(4-hydroxyphenyl)methyl]-40-(1H-indol-3-ylmethyl)-58-methyl-76-(2-methylpropyl)-3,6,12,15,18,21,24,27,30,33,39,42,45,48,51,54,57,60,63,66,69,72,75,78,81,84,87,90,93-nonacosaoxo-13,31-bis(propan-2-yl)-95,96,99,100,103,104-hexathia-2,5,11,14,17,20,23,26,29,32,38,41,44,47,50,53,56,59,62,65,68,71,74,77,80,83,86,89,92-nonacosaazahexacyclo[50.41.4.4^{28,67}.4^{46,82}.0^{7,11}.0^{34,38}]105n-88-yl]propanoic acid

ID: ALA1801035

Chembl Id: CHEMBL1801035

PubChem CID: 56670406

Max Phase: Preclinical

Molecular Formula: C122H184N34O40S6

Molecular Weight: 2959.41

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@@H]1NC(=O)[C@@H]2CCCN2C(=O)[C@H](C(C)C)NC(=O)CNC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@@H]2CSSC[C@@H]3NC(=O)[C@H]([C@@H](C)O)NC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@@H]4CSSC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CSSC[C@H](NC1=O)C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N4)NC(=O)CNC(=O)[C@H](C)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](Cc1ccc(O)cc1)NC3=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1c[nH]c3ccccc13)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)N2

Standard InChI:  InChI=1S/C122H184N34O40S6/c1-15-55(8)91-114(189)143-75-46-197-198-47-76-106(181)140-74(45-158)105(180)142-77-48-199-202-51-80(146-119(194)96(61(14)163)151-102(177)68(30-31-88(170)171)133-84(166)41-131-100(75)175)110(185)154-95(60(13)162)118(193)138-69(35-52(2)3)98(173)129-43-87(169)148-92(57(10)159)116(191)145-78(107(182)136-70(36-62-26-28-64(164)29-27-62)103(178)152-93(58(11)160)115(190)132-56(9)97(172)128-40-85(167)134-76)49-200-201-50-79(144-113(188)89(53(4)5)149-111(186)81-24-19-33-155(81)120(195)72(139-104(179)73(44-157)141-108(77)183)37-63-39-127-66-22-17-16-21-65(63)66)109(184)153-94(59(12)161)117(192)135-67(23-18-32-126-122(124)125)101(176)137-71(38-83(123)165)99(174)130-42-86(168)147-90(54(6)7)121(196)156-34-20-25-82(156)112(187)150-91/h16-17,21-22,26-29,39,52-61,67-82,89-96,127,157-164H,15,18-20,23-25,30-38,40-51H2,1-14H3,(H2,123,165)(H,128,172)(H,129,173)(H,130,174)(H,131,175)(H,132,190)(H,133,166)(H,134,167)(H,135,192)(H,136,182)(H,137,176)(H,138,193)(H,139,179)(H,140,181)(H,141,183)(H,142,180)(H,143,189)(H,144,188)(H,145,191)(H,146,194)(H,147,168)(H,148,169)(H,149,186)(H,150,187)(H,151,177)(H,152,178)(H,153,184)(H,154,185)(H,170,171)(H4,124,125,126)/t55-,56-,57+,58+,59+,60+,61+,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,89-,90-,91-,92-,93-,94-,95-,96-/m0/s1

Standard InChI Key:  GJWNMRIDLQWOGO-BDWAEGHXSA-N

Alternative Forms

1. Parent:

   

   ALA1801035

   cyclo[Ala-Gly-Cys(1)-Ser-Cys(2)-Ser-Trp-Pro-Val-Cys(3)-Thr-Arg-Asn-Gly-Val-Pro-Ile-Cys(1)-Gly-Glu-Thr-Cys(2)-Thr-Leu-Gly-Thr-Cys(3)-Tyr-Thr]

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 2959.41

Molecular Weight (Monoisotopic): 2957.1733

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Ireland DC, Clark RJ, Daly NL, Craik DJ..  (2010)  Isolation, sequencing, and structure-activity relationships of cyclotides.,  73  (9): [PMID:20718473] [10.1021/np1000413]

Source

Source(1):

• Scientific Literature