3-[(1R,4S,7S,13S,19S,22S,25S,28R,31S,34S,40S,43S,46R,49S,52R,58S,64S,67S,70R,73S,82S,85R,88S,91S)-22-(3-carbamimidamidopropyl)-19,67-bis(carbamoylmethyl)-25,64,73,88-tetrakis[(1R)-1-hydroxyethyl]-43,49-bis(hydroxymethyl)-40-(1H-indol-3-ylmethyl)-13-(2-methylpropyl)-3,6,12,15,18,21,24,27,30,33,39,42,45,48,51,54,57,63,66,69,72,75,78,81,84,87,90,93,96-nonacosaoxo-4,31,82-tris(propan-2-yl)-98,99,102,103,106,107-hexathia-2,5,11,14,17,20,23,26,29,32,38,41,44,47,50,53,56,62,65,68,71,74,77,80,83,86,89,92,95-nonacosaazaheptacyclo[50.44.4.4^{28,70}.4^{46,85}.0^{7,11}.0^{34,38}.0^{58,62}]108n-91-yl]propanoic acid

ID: ALA1801140

Chembl Id: CHEMBL1801140

PubChem CID: 56666404

Max Phase: Preclinical

Molecular Formula: C116H177N35O39S6

Molecular Weight: 2878.30

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=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)CNC(=O)[C@H](C(C)C)NC(=O)[C@@H]4CSSC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@H](C(C)C)NC(=O)[C@@H]5CCCN5C1=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]1CCCN1C(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CC(N)=O)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/C116H177N35O39S6/c1-49(2)31-64-113(188)149-28-17-23-75(149)105(180)144-86(51(5)6)108(183)138-68-43-191-192-44-69-99(174)135-67(42-153)98(173)137-70-45-193-195-47-72(141-112(187)90(55(11)156)146-95(170)61(25-26-84(165)166)128-80(161)38-125-93(68)168)102(177)143-85(50(3)4)107(182)127-36-79(160)123-37-83(164)142-88(53(9)154)110(185)140-71(100(175)133-63(34-78(118)159)96(171)148-91(56(12)157)115(190)151-30-16-22-74(151)104(179)126-40-82(163)130-69)46-194-196-48-73(103(178)147-89(54(10)155)111(186)131-60(21-15-27-121-116(119)120)94(169)132-62(33-77(117)158)92(167)124-39-81(162)129-64)139-109(184)87(52(7)8)145-106(181)76-24-18-29-150(76)114(189)65(134-97(172)66(41-152)136-101(70)176)32-57-35-122-59-20-14-13-19-58(57)59/h13-14,19-20,35,49-56,60-76,85-91,122,152-157H,15-18,21-34,36-48H2,1-12H3,(H2,117,158)(H2,118,159)(H,123,160)(H,124,167)(H,125,168)(H,126,179)(H,127,182)(H,128,161)(H,129,162)(H,130,163)(H,131,186)(H,132,169)(H,133,175)(H,134,172)(H,135,174)(H,136,176)(H,137,173)(H,138,183)(H,139,184)(H,140,185)(H,141,187)(H,142,164)(H,143,177)(H,144,180)(H,145,181)(H,146,170)(H,147,178)(H,148,171)(H,165,166)(H4,119,120,121)/t53-,54-,55-,56-,60+,61+,62+,63+,64+,65+,66+,67+,68+,69+,70+,71+,72+,73+,74+,75+,76+,85+,86+,87+,88+,89+,90+,91+/m1/s1

Standard InChI Key:  JJTSSFQTAAWSTF-DXBOVLASSA-N

Alternative Forms

1. Parent:

   

   ALA1801140

   cyclo[Arg-Asn-Gly-Leu-Pro-Val-Cys(1)-Gly-Glu-Thr-Cys(2)-Val-Gly-Gly-Thr-Cys(3)-Asn-Thr-Pro-Gly-Cys(1)-Ser-Cys(2)-Ser-Trp-Pro-Val-Cys(3)-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: 2878.30

Molecular Weight (Monoisotopic): 2876.1267

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]

2. Dang TT, Chan LY, Huang YH, Nguyen LTT, Kaas Q, Huynh T, Craik DJ..  (2020)  Exploring the Sequence Diversity of Cyclotides from Vietnamese Viola Species.,  83  (6): [PMID:32437150] [10.1021/acs.jnatprod.9b01218]

Source

Source(1):

• Scientific Literature