NPASS drugs

Drug Information

Drug ID:	NPD5840
Drug Name:	DW-2282
Molecular Formula:	C24H22N4O4S
Canonical SMILES:	Nc1ccc(cc1)C(=O)N1CCc2c1ccc(c2)S(=O)(=O)N1C[C@@H](N=C1O)c1ccccc1
Standard InCHI:	InChI=1S/C24H22N4O4S/c25-19-8-6-17(7-9-19)23(29)27-13-12-18-14-20(10-11-22(18)27)33(31,32)28-15-21(26-24(28)30)16-4-2-1-3-5-16/h1-11,14,21H,12-13,15,25H2,(H,26,30)/t21-/m1/s1
Standard InCHIKey:	YZBUIQWOLSBWEX-OAQYLSRUSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5840

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	305
0.1-0.2	2624
0.2-0.3	11027
0.3-0.4	12572
0.4-0.5	2844
0.5-0.6	1352
0.6-0.7	162
0.7-0.8	4
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	0.7305	NPC471164
Intermediate Similarity	0.7134	NPC194857
Intermediate Similarity	0.7134	NPC32858
Intermediate Similarity	0.7045	NPC295021
Remote Similarity	0.6845	NPC162417
Remote Similarity	0.6845	NPC316104
Remote Similarity	0.6842	NPC207554
Remote Similarity	0.6821	NPC478040
Remote Similarity	0.6805	NPC300299
Remote Similarity	0.6802	NPC2823
Remote Similarity	0.6796	NPC154478
Remote Similarity	0.6784	NPC469560
Remote Similarity	0.6784	NPC83214
Remote Similarity	0.6778	NPC84317
Remote Similarity	0.6726	NPC207428
Remote Similarity	0.672	NPC14849
Remote Similarity	0.6702	NPC328611
Remote Similarity	0.6686	NPC136002
Remote Similarity	0.6684	NPC182057
Remote Similarity	0.6684	NPC131450
Remote Similarity	0.6684	NPC147298
Remote Similarity	0.6633	NPC470787
Remote Similarity	0.6633	NPC472539
Remote Similarity	0.6633	NPC472540
Remote Similarity	0.6611	NPC117032
Remote Similarity	0.6609	NPC471574
Remote Similarity	0.6605	NPC226143
Remote Similarity	0.66	NPC472542
Remote Similarity	0.66	NPC472541
Remote Similarity	0.6548	NPC209389
Remote Similarity	0.6546	NPC21429
Remote Similarity	0.6535	NPC106118
Remote Similarity	0.6527	NPC322433
Remote Similarity	0.6526	NPC248862
Remote Similarity	0.6522	NPC276085
Remote Similarity	0.6517	NPC471199
Remote Similarity	0.6517	NPC324445
Remote Similarity	0.6514	NPC470301
Remote Similarity	0.651	NPC474041
Remote Similarity	0.6509	NPC472245
Remote Similarity	0.6505	NPC113056
Remote Similarity	0.6505	NPC138293
Remote Similarity	0.6505	NPC225400
Remote Similarity	0.6495	NPC470205
Remote Similarity	0.6474	NPC242269
Remote Similarity	0.6473	NPC472538
Remote Similarity	0.6473	NPC470786
Remote Similarity	0.6473	NPC471155
Remote Similarity	0.6471	NPC471130
Remote Similarity	0.6467	NPC104345
Remote Similarity	0.6467	NPC222029
Remote Similarity	0.6452	NPC88970
Remote Similarity	0.645	NPC150863
Remote Similarity	0.6444	NPC300596
Remote Similarity	0.6444	NPC237649
Remote Similarity	0.6442	NPC270241
Remote Similarity	0.6429	NPC133003
Remote Similarity	0.6425	NPC475761
Remote Similarity	0.6421	NPC355
Remote Similarity	0.6417	NPC189116
Remote Similarity	0.6406	NPC475607
Remote Similarity	0.6404	NPC470822
Remote Similarity	0.6382	NPC471196
Remote Similarity	0.6382	NPC471195
Remote Similarity	0.6374	NPC66936
Remote Similarity	0.6373	NPC474081
Remote Similarity	0.6364	NPC285192
Remote Similarity	0.6354	NPC475594
Remote Similarity	0.6347	NPC254698
Remote Similarity	0.6346	NPC471191
Remote Similarity	0.6343	NPC122553
Remote Similarity	0.634	NPC475094
Remote Similarity	0.6329	NPC295548
Remote Similarity	0.6325	NPC257490
Remote Similarity	0.6319	NPC473329
Remote Similarity	0.6316	NPC280807
Remote Similarity	0.6316	NPC187231
Remote Similarity	0.6316	NPC314431
Remote Similarity	0.6286	NPC471123
Remote Similarity	0.6274	NPC72956
Remote Similarity	0.6272	NPC472244
Remote Similarity	0.6272	NPC470343
Remote Similarity	0.6271	NPC130251
Remote Similarity	0.6271	NPC315051
Remote Similarity	0.6269	NPC470548
Remote Similarity	0.6269	NPC469529
Remote Similarity	0.6269	NPC276430
Remote Similarity	0.6244	NPC6865
Remote Similarity	0.6244	NPC153980
Remote Similarity	0.6236	NPC301760
Remote Similarity	0.6231	NPC17273
Remote Similarity	0.6231	NPC135601
Remote Similarity	0.6231	NPC141612
Remote Similarity	0.6224	NPC88110
Remote Similarity	0.6219	NPC324091
Remote Similarity	0.6219	NPC128582
Remote Similarity	0.6218	NPC161861
Remote Similarity	0.6213	NPC192533
Remote Similarity	0.6211	NPC181390
Remote Similarity	0.6205	NPC177684
Remote Similarity	0.6205	NPC291962
Remote Similarity	0.6198	NPC472118
Remote Similarity	0.619	NPC268534
Remote Similarity	0.6188	NPC313850
Remote Similarity	0.618	NPC472243
Remote Similarity	0.6178	NPC214960
Remote Similarity	0.6178	NPC279527
Remote Similarity	0.6175	NPC248601
Remote Similarity	0.617	NPC36495
Remote Similarity	0.6168	NPC258531
Remote Similarity	0.6168	NPC179605
Remote Similarity	0.6168	NPC279385
Remote Similarity	0.6168	NPC161956
Remote Similarity	0.6168	NPC471194
Remote Similarity	0.6168	NPC112373
Remote Similarity	0.6168	NPC471193
Remote Similarity	0.6163	NPC328590
Remote Similarity	0.6162	NPC470317
Remote Similarity	0.6158	NPC328270
Remote Similarity	0.6157	NPC471192
Remote Similarity	0.6154	NPC478039
Remote Similarity	0.6149	NPC40364
Remote Similarity	0.6146	NPC475248
Remote Similarity	0.6146	NPC63047
Remote Similarity	0.6142	NPC91179
Remote Similarity	0.614	NPC471741
Remote Similarity	0.6138	NPC68650
Remote Similarity	0.6135	NPC57051
Remote Similarity	0.6131	NPC103292
Remote Similarity	0.6129	NPC471197
Remote Similarity	0.612	NPC254798
Remote Similarity	0.6119	NPC473815
Remote Similarity	0.6114	NPC471943
Remote Similarity	0.6111	NPC472241
Remote Similarity	0.6105	NPC469741
Remote Similarity	0.6101	NPC471198
Remote Similarity	0.61	NPC307396
Remote Similarity	0.61	NPC99939
Remote Similarity	0.61	NPC308931
Remote Similarity	0.6099	NPC472242
Remote Similarity	0.6098	NPC198401
Remote Similarity	0.6089	NPC473666
Remote Similarity	0.6077	NPC471944
Remote Similarity	0.6061	NPC286994
Remote Similarity	0.6061	NPC288232
Remote Similarity	0.6059	NPC313293
Remote Similarity	0.6056	NPC22082
Remote Similarity	0.6056	NPC186284
Remote Similarity	0.6053	NPC474058
Remote Similarity	0.6053	NPC472102
Remote Similarity	0.6053	NPC309531
Remote Similarity	0.6044	NPC314186
Remote Similarity	0.6036	NPC476817
Remote Similarity	0.6032	NPC123241
Remote Similarity	0.6032	NPC61013
Remote Similarity	0.6029	NPC476460
Remote Similarity	0.6022	NPC314223
Remote Similarity	0.6021	NPC476231
Remote Similarity	0.6019	NPC317701
Remote Similarity	0.6	NPC242933
Remote Similarity	0.6	NPC39818
Remote Similarity	0.6	NPC109787
Remote Similarity	0.6	NPC193410
Remote Similarity	0.6	NPC473003
Remote Similarity	0.6	NPC318183
Remote Similarity	0.6	NPC292265
Remote Similarity	0.599	NPC471743
Remote Similarity	0.5989	NPC469537
Remote Similarity	0.5982	NPC244425
Remote Similarity	0.5982	NPC15384
Remote Similarity	0.5978	NPC287358
Remote Similarity	0.5977	NPC473322
Remote Similarity	0.597	NPC477003
Remote Similarity	0.5969	NPC248117
Remote Similarity	0.5969	NPC225319
Remote Similarity	0.5947	NPC113946
Remote Similarity	0.5947	NPC76982
Remote Similarity	0.5941	NPC475915
Remote Similarity	0.5938	NPC472121
Remote Similarity	0.5938	NPC194881
Remote Similarity	0.5938	NPC282339
Remote Similarity	0.5938	NPC293458
Remote Similarity	0.5938	NPC99632
Remote Similarity	0.5936	NPC154602
Remote Similarity	0.593	NPC11126
Remote Similarity	0.592	NPC476950
Remote Similarity	0.592	NPC117027
Remote Similarity	0.5916	NPC471122
Remote Similarity	0.5909	NPC126458
Remote Similarity	0.5907	NPC21174
Remote Similarity	0.5907	NPC271797
Remote Similarity	0.5904	NPC285381
Remote Similarity	0.5904	NPC473002
Remote Similarity	0.59	NPC475685
Remote Similarity	0.5891	NPC228835
Remote Similarity	0.5891	NPC471742
Remote Similarity	0.5888	NPC177261
Remote Similarity	0.5882	NPC27833
Remote Similarity	0.5882	NPC17059
Remote Similarity	0.5879	NPC316202

Drug Structure

NPD5840 OpenBabel08211708292D 36 40 0 0 1 0 0 0 0 0999 V2000 -4.9659 -2.2634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0704 -1.2688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0523 -2.6701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2614 -0.6810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2433 -2.0823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1085 -5.2565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7484 -3.5623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0866 -5.0486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7265 -3.3544 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 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 -4.0827 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 -1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3479 -1.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4394 -4.5134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3957 -4.0976 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 -2.5388 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 -4.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3738 -3.8896 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -3.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.1522 -5.6723 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2788 1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.6828 -2.9386 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0429 -4.6328 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9479 2.5032 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 16 2 0 0 0 0 5 16 1 0 0 0 0 6 8 1 0 0 0 0 6 17 2 0 0 0 0 7 9 2 0 0 0 0 7 17 1 0 0 0 0 8 19 2 0 0 0 0 9 19 1 0 0 0 0 10 11 1 0 0 0 0 10 20 2 0 0 0 0 11 22 2 0 0 0 0 12 13 1 0 0 0 0 12 18 1 0 0 0 0 13 27 1 0 0 0 0 14 18 2 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 15 28 1 0 0 0 0 17 23 1 0 0 0 0 18 22 1 0 0 0 0 19 25 1 0 0 0 0 20 33 1 0 0 0 0 21 16 1 6 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 23 27 1 0 0 0 0 23 29 2 0 0 0 0 24 26 2 0 0 0 0 24 28 1 0 0 0 0 24 30 1 0 0 0 0 25 34 1 0 0 0 0 25 35 1 0 0 0 0 28 33 1 0 0 0 0 30 36 1 0 0 0 0 31 33 2 0 0 0 0 32 33 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008832
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	462.14
ALogP	-1.7681
MLogP	3.11
XLogP	6.126
HDA	8
HBD	2
Rotatable Bonds	7
TPSA	124.68
RO5 Violation	1