NPASS drugs

Drug Information

Drug ID:	NPD4991
Drug Name:	XR-5082
Molecular Formula:	C22H23N3O2S
Canonical SMILES:	CN(CCSc1ccc(cc1)/C=c/1 c(O)/c(=C/c2ccccc2)/nc1O)C
Standard InCHI:	InChI=1S/C22H23N3O2S/c1-25(2)12-13-28-18-10-8-17(9-11-18)15-20-22(27)23-19(21(26)24-20)14-16-6-4-3-5-7-16/h3-11,14-15H,12-13H2,1-2H3,(H,23,27)(H,24,26)/b19-14-,20-15-
Standard InCHIKey:	RYRKPESQGOEIQY-SGAFJUGLSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4991

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	90
0.1-0.2	1897
0.2-0.3	9000
0.3-0.4	12649
0.4-0.5	6446
0.5-0.6	753
0.6-0.7	52
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7961	NPC262393
Intermediate Similarity	0.704	NPC220698
Intermediate Similarity	0.7009	NPC3210
Remote Similarity	0.6944	NPC203076
Remote Similarity	0.6887	NPC14326
Remote Similarity	0.6814	NPC300455
Remote Similarity	0.6783	NPC311242
Remote Similarity	0.6696	NPC166487
Remote Similarity	0.6638	NPC33168
Remote Similarity	0.6613	NPC475013
Remote Similarity	0.6612	NPC45033
Remote Similarity	0.6577	NPC473031
Remote Similarity	0.6552	NPC317400
Remote Similarity	0.6508	NPC476048
Remote Similarity	0.6466	NPC303045
Remote Similarity	0.6466	NPC161972
Remote Similarity	0.6429	NPC53492
Remote Similarity	0.6404	NPC172128
Remote Similarity	0.6393	NPC211551
Remote Similarity	0.6389	NPC475289
Remote Similarity	0.6389	NPC475573
Remote Similarity	0.6348	NPC226438
Remote Similarity	0.6284	NPC321617
Remote Similarity	0.6241	NPC324702
Remote Similarity	0.6241	NPC86966
Remote Similarity	0.6231	NPC258992
Remote Similarity	0.6231	NPC82963
Remote Similarity	0.6218	NPC472258
Remote Similarity	0.6216	NPC13470
Remote Similarity	0.6214	NPC5324
Remote Similarity	0.621	NPC471447
Remote Similarity	0.619	NPC190955
Remote Similarity	0.6183	NPC38458
Remote Similarity	0.6183	NPC311737
Remote Similarity	0.6165	NPC112823
Remote Similarity	0.6154	NPC265521
Remote Similarity	0.614	NPC198747
Remote Similarity	0.6134	NPC25565
Remote Similarity	0.6131	NPC476249
Remote Similarity	0.6121	NPC476160
Remote Similarity	0.6115	NPC473417
Remote Similarity	0.6094	NPC275410
Remote Similarity	0.6083	NPC473501
Remote Similarity	0.6083	NPC475439
Remote Similarity	0.6066	NPC469457
Remote Similarity	0.6063	NPC65855
Remote Similarity	0.6063	NPC470127
Remote Similarity	0.6063	NPC292758
Remote Similarity	0.6054	NPC471680
Remote Similarity	0.6031	NPC37302
Remote Similarity	0.6031	NPC303370
Remote Similarity	0.6017	NPC473661
Remote Similarity	0.6	NPC474559
Remote Similarity	0.6	NPC471638
Remote Similarity	0.6	NPC3371
Remote Similarity	0.5984	NPC96224
Remote Similarity	0.5984	NPC275104
Remote Similarity	0.5984	NPC24101
Remote Similarity	0.5954	NPC33742
Remote Similarity	0.5954	NPC118202
Remote Similarity	0.5952	NPC473498
Remote Similarity	0.5948	NPC12429
Remote Similarity	0.5932	NPC245259
Remote Similarity	0.5929	NPC474088
Remote Similarity	0.592	NPC275467
Remote Similarity	0.5897	NPC470877
Remote Similarity	0.5887	NPC318154
Remote Similarity	0.5887	NPC300315
Remote Similarity	0.5878	NPC187036
Remote Similarity	0.5878	NPC1986
Remote Similarity	0.5878	NPC474544
Remote Similarity	0.5867	NPC83790
Remote Similarity	0.5867	NPC128237
Remote Similarity	0.5865	NPC52330
Remote Similarity	0.5865	NPC147957
Remote Similarity	0.5865	NPC470544
Remote Similarity	0.5859	NPC77294
Remote Similarity	0.5857	NPC476950
Remote Similarity	0.5852	NPC256369
Remote Similarity	0.5847	NPC78041
Remote Similarity	0.5847	NPC159178
Remote Similarity	0.5847	NPC471307
Remote Similarity	0.5847	NPC74936
Remote Similarity	0.5847	NPC121872
Remote Similarity	0.5847	NPC78154
Remote Similarity	0.5847	NPC209764
Remote Similarity	0.5847	NPC141139
Remote Similarity	0.5839	NPC109151
Remote Similarity	0.5833	NPC184437
Remote Similarity	0.5828	NPC9373
Remote Similarity	0.5827	NPC191215
Remote Similarity	0.5827	NPC4974
Remote Similarity	0.5827	NPC274089
Remote Similarity	0.5822	NPC77992
Remote Similarity	0.5821	NPC470545
Remote Similarity	0.5821	NPC254088
Remote Similarity	0.5821	NPC323948
Remote Similarity	0.5812	NPC325441
Remote Similarity	0.5809	NPC302169
Remote Similarity	0.5809	NPC41801
Remote Similarity	0.5806	NPC11466
Remote Similarity	0.5806	NPC228400
Remote Similarity	0.5806	NPC214200
Remote Similarity	0.5806	NPC316797
Remote Similarity	0.5804	NPC194857
Remote Similarity	0.5804	NPC32858
Remote Similarity	0.5797	NPC477163
Remote Similarity	0.5794	NPC113326
Remote Similarity	0.5794	NPC224610
Remote Similarity	0.5794	NPC194390
Remote Similarity	0.5794	NPC88267
Remote Similarity	0.5793	NPC29650
Remote Similarity	0.5785	NPC108339
Remote Similarity	0.5785	NPC58674
Remote Similarity	0.5781	NPC142297
Remote Similarity	0.5778	NPC470546
Remote Similarity	0.5769	NPC36440
Remote Similarity	0.5769	NPC319579
Remote Similarity	0.5766	NPC83279
Remote Similarity	0.5766	NPC273830
Remote Similarity	0.576	NPC291610
Remote Similarity	0.5758	NPC296163
Remote Similarity	0.5753	NPC138365
Remote Similarity	0.5748	NPC473418
Remote Similarity	0.5748	NPC143516
Remote Similarity	0.5741	NPC244738
Remote Similarity	0.5736	NPC153690
Remote Similarity	0.5733	NPC478040
Remote Similarity	0.5728	NPC22627
Remote Similarity	0.5714	NPC469894
Remote Similarity	0.5714	NPC258627
Remote Similarity	0.5714	NPC89489
Remote Similarity	0.5704	NPC313449
Remote Similarity	0.5704	NPC192209
Remote Similarity	0.5703	NPC130898
Remote Similarity	0.5703	NPC231705
Remote Similarity	0.5703	NPC474973
Remote Similarity	0.5703	NPC474804
Remote Similarity	0.5702	NPC471309
Remote Similarity	0.5702	NPC475199
Remote Similarity	0.5702	NPC283012
Remote Similarity	0.5693	NPC252817
Remote Similarity	0.569	NPC123476
Remote Similarity	0.569	NPC99482
Remote Similarity	0.5682	NPC273814
Remote Similarity	0.568	NPC328793
Remote Similarity	0.5676	NPC153007
Remote Similarity	0.5672	NPC288232
Remote Similarity	0.5672	NPC317254
Remote Similarity	0.5667	NPC470926
Remote Similarity	0.566	NPC82770
Remote Similarity	0.566	NPC78954
Remote Similarity	0.566	NPC239931
Remote Similarity	0.5655	NPC471953
Remote Similarity	0.5652	NPC71684
Remote Similarity	0.5644	NPC315388
Remote Similarity	0.5644	NPC24990
Remote Similarity	0.5641	NPC148231
Remote Similarity	0.5639	NPC35850
Remote Similarity	0.5639	NPC276949
Remote Similarity	0.5635	NPC329375
Remote Similarity	0.5634	NPC199738
Remote Similarity	0.5634	NPC210950
Remote Similarity	0.563	NPC14672
Remote Similarity	0.563	NPC315276
Remote Similarity	0.563	NPC285926
Remote Similarity	0.5629	NPC473922
Remote Similarity	0.5625	NPC167336
Remote Similarity	0.5621	NPC105717
Remote Similarity	0.562	NPC43275
Remote Similarity	0.5616	NPC132847
Remote Similarity	0.5615	NPC473676
Remote Similarity	0.5614	NPC231986
Remote Similarity	0.5614	NPC242628
Remote Similarity	0.561	NPC476103
Remote Similarity	0.561	NPC471319
Remote Similarity	0.561	NPC471320
Remote Similarity	0.5608	NPC477557
Remote Similarity	0.5606	NPC166837
Remote Similarity	0.5603	NPC133162
Remote Similarity	0.56	NPC12730
Remote Similarity	0.56	NPC468984

Drug Structure

NPD4991 OpenBabel08211706322D 30 32 0 0 0 0 0 0 0 0999 V2000 -8.6603 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 16 2 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 17 2 0 0 0 0 9 11 2 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 13 1 0 0 0 0 12 25 1 0 0 0 0 13 28 1 0 0 0 0 14 16 1 0 0 0 0 14 19 2 0 0 0 0 15 17 1 0 0 0 0 15 20 2 0 0 0 0 18 28 1 0 0 0 0 19 21 1 0 0 0 0 19 23 1 0 0 0 0 20 22 1 0 0 0 0 20 24 1 0 0 0 0 21 24 2 0 0 0 0 21 26 1 0 0 0 0 22 23 2 0 0 0 0 22 27 1 0 0 0 0 26 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007748
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.15
ALogP	0.7104
MLogP	3.22
XLogP	6.408
HDA	5
HBD	2
Rotatable Bonds	10
TPSA	93.72
RO5 Violation	1