NPASS drugs

Drug Information

Drug ID:	NPD3953
Drug Name:
Molecular Formula:	C20H22N2O7S
Canonical SMILES:	[O-]C(=O)CN=C(c1ccccc1NS(=O)(=O)c1ccc(cc1)OC(=O)C(C)(C)C)O
Standard InCHI:	InChI=1S/C20H22N2O7S/c1-20(2,3)19(26)29-13-8-10-14(11-9-13)30(27,28)22-16-7-5-4-6-15(16)18(25)21-12-17(23)24/h4-11,22H,12H2,1-3H3,(H,21,25)(H,23,24)/p-1
Standard InCHIKey:	BTGNGJJLZOIYID-UHFFFAOYSA-M
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3953

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	161
0.1-0.2	1402
0.2-0.3	7985
0.3-0.4	4562
0.4-0.5	10462
0.5-0.6	6011
0.6-0.7	303
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	0.7191	NPC127362
Intermediate Similarity	0.7135	NPC469831
Intermediate Similarity	0.7097	NPC469829
Intermediate Similarity	0.7074	NPC469830
Remote Similarity	0.6984	NPC232872
Remote Similarity	0.6957	NPC8467
Remote Similarity	0.6944	NPC314725
Remote Similarity	0.6944	NPC313375
Remote Similarity	0.6906	NPC314861
Remote Similarity	0.6865	NPC473432
Remote Similarity	0.6828	NPC9475
Remote Similarity	0.6821	NPC108847
Remote Similarity	0.6807	NPC470392
Remote Similarity	0.6788	NPC475411
Remote Similarity	0.6782	NPC132771
Remote Similarity	0.6776	NPC208280
Remote Similarity	0.674	NPC133470
Remote Similarity	0.674	NPC289776
Remote Similarity	0.674	NPC191863
Remote Similarity	0.673	NPC43275
Remote Similarity	0.6725	NPC314113
Remote Similarity	0.6707	NPC471953
Remote Similarity	0.67	NPC311357
Remote Similarity	0.6685	NPC231862
Remote Similarity	0.6649	NPC315631
Remote Similarity	0.6648	NPC203424
Remote Similarity	0.6648	NPC206372
Remote Similarity	0.6647	NPC326966
Remote Similarity	0.6629	NPC313414
Remote Similarity	0.6627	NPC325651
Remote Similarity	0.6611	NPC10730
Remote Similarity	0.6611	NPC10875
Remote Similarity	0.6611	NPC56635
Remote Similarity	0.6593	NPC306366
Remote Similarity	0.6584	NPC263835
Remote Similarity	0.6584	NPC473460
Remote Similarity	0.6576	NPC204179
Remote Similarity	0.657	NPC318984
Remote Similarity	0.657	NPC328137
Remote Similarity	0.657	NPC318028
Remote Similarity	0.657	NPC282087
Remote Similarity	0.657	NPC241086
Remote Similarity	0.657	NPC259800
Remote Similarity	0.657	NPC317741
Remote Similarity	0.6564	NPC471314
Remote Similarity	0.6564	NPC471315
Remote Similarity	0.6561	NPC474902
Remote Similarity	0.6559	NPC288430
Remote Similarity	0.6557	NPC57105
Remote Similarity	0.6545	NPC29477
Remote Similarity	0.6534	NPC17760
Remote Similarity	0.6533	NPC314948
Remote Similarity	0.6532	NPC83289
Remote Similarity	0.6532	NPC189724
Remote Similarity	0.6532	NPC212850
Remote Similarity	0.6522	NPC256369
Remote Similarity	0.6519	NPC212699
Remote Similarity	0.6519	NPC207675
Remote Similarity	0.6503	NPC235628
Remote Similarity	0.6481	NPC41801
Remote Similarity	0.6474	NPC197239
Remote Similarity	0.6474	NPC326860
Remote Similarity	0.6471	NPC477888
Remote Similarity	0.6471	NPC297584
Remote Similarity	0.6465	NPC203972
Remote Similarity	0.645	NPC45191
Remote Similarity	0.645	NPC478049
Remote Similarity	0.6447	NPC28510
Remote Similarity	0.6443	NPC313886
Remote Similarity	0.6429	NPC315257
Remote Similarity	0.6412	NPC208022
Remote Similarity	0.6404	NPC254798
Remote Similarity	0.6404	NPC245974
Remote Similarity	0.6404	NPC214368
Remote Similarity	0.6398	NPC323948
Remote Similarity	0.639	NPC473422
Remote Similarity	0.6387	NPC37584
Remote Similarity	0.6387	NPC283152
Remote Similarity	0.6386	NPC325013
Remote Similarity	0.6386	NPC95733
Remote Similarity	0.6386	NPC62101
Remote Similarity	0.6384	NPC136951
Remote Similarity	0.6384	NPC97004
Remote Similarity	0.6384	NPC161155
Remote Similarity	0.6384	NPC247298
Remote Similarity	0.638	NPC471308
Remote Similarity	0.638	NPC289330
Remote Similarity	0.638	NPC160120
Remote Similarity	0.638	NPC53596
Remote Similarity	0.638	NPC17388
Remote Similarity	0.6375	NPC303370
Remote Similarity	0.6374	NPC105541
Remote Similarity	0.6359	NPC477391
Remote Similarity	0.6354	NPC219383
Remote Similarity	0.6349	NPC83241
Remote Similarity	0.6348	NPC97282
Remote Similarity	0.6348	NPC259678
Remote Similarity	0.6348	NPC9373
Remote Similarity	0.6344	NPC189116
Remote Similarity	0.6341	NPC83279
Remote Similarity	0.6335	NPC258992
Remote Similarity	0.6325	NPC211218
Remote Similarity	0.6322	NPC471316
Remote Similarity	0.6316	NPC244866
Remote Similarity	0.6313	NPC474059
Remote Similarity	0.6313	NPC174629
Remote Similarity	0.631	NPC254700
Remote Similarity	0.6298	NPC322283
Remote Similarity	0.6283	NPC95412
Remote Similarity	0.6276	NPC315542
Remote Similarity	0.6274	NPC316297
Remote Similarity	0.6274	NPC314817
Remote Similarity	0.6274	NPC66191
Remote Similarity	0.6272	NPC122235
Remote Similarity	0.6264	NPC47672
Remote Similarity	0.6263	NPC310894
Remote Similarity	0.6257	NPC313466
Remote Similarity	0.6257	NPC476685
Remote Similarity	0.6257	NPC476687
Remote Similarity	0.6257	NPC476689
Remote Similarity	0.625	NPC288943
Remote Similarity	0.625	NPC477838
Remote Similarity	0.625	NPC264782
Remote Similarity	0.625	NPC204970
Remote Similarity	0.625	NPC168153
Remote Similarity	0.625	NPC477837
Remote Similarity	0.6244	NPC472330
Remote Similarity	0.6244	NPC470586
Remote Similarity	0.6244	NPC472329
Remote Similarity	0.6243	NPC470441
Remote Similarity	0.6237	NPC222592
Remote Similarity	0.6237	NPC168486
Remote Similarity	0.6236	NPC78530
Remote Similarity	0.623	NPC26872
Remote Similarity	0.6221	NPC274732
Remote Similarity	0.6219	NPC475190
Remote Similarity	0.6218	NPC127082
Remote Similarity	0.6216	NPC26850
Remote Similarity	0.6214	NPC474077
Remote Similarity	0.6211	NPC269383
Remote Similarity	0.6211	NPC151030
Remote Similarity	0.6205	NPC288305
Remote Similarity	0.6205	NPC474862
Remote Similarity	0.6205	NPC27581
Remote Similarity	0.6203	NPC475983
Remote Similarity	0.6203	NPC177404
Remote Similarity	0.6193	NPC197921
Remote Similarity	0.6193	NPC235194
Remote Similarity	0.619	NPC471561
Remote Similarity	0.619	NPC4974
Remote Similarity	0.6185	NPC169766
Remote Similarity	0.6185	NPC184437
Remote Similarity	0.6185	NPC91615
Remote Similarity	0.6176	NPC251571
Remote Similarity	0.6176	NPC296712
Remote Similarity	0.6173	NPC51345
Remote Similarity	0.6171	NPC126637
Remote Similarity	0.6163	NPC114102
Remote Similarity	0.6162	NPC233926
Remote Similarity	0.6162	NPC156311
Remote Similarity	0.6158	NPC469360
Remote Similarity	0.6158	NPC91953
Remote Similarity	0.6154	NPC241392
Remote Similarity	0.6145	NPC318357
Remote Similarity	0.6142	NPC315934
Remote Similarity	0.6142	NPC320394
Remote Similarity	0.6142	NPC477392
Remote Similarity	0.6138	NPC70172
Remote Similarity	0.6136	NPC476475
Remote Similarity	0.6136	NPC469828
Remote Similarity	0.6135	NPC291535
Remote Similarity	0.6135	NPC147957
Remote Similarity	0.6135	NPC33717
Remote Similarity	0.6135	NPC475112
Remote Similarity	0.6135	NPC475085
Remote Similarity	0.6131	NPC315632
Remote Similarity	0.6129	NPC319320
Remote Similarity	0.6129	NPC287757
Remote Similarity	0.6127	NPC97870
Remote Similarity	0.6127	NPC214869
Remote Similarity	0.6127	NPC247018
Remote Similarity	0.6127	NPC307123
Remote Similarity	0.6125	NPC163674
Remote Similarity	0.6125	NPC227553
Remote Similarity	0.6124	NPC204546
Remote Similarity	0.6122	NPC314025
Remote Similarity	0.6122	NPC260118
Remote Similarity	0.6121	NPC283760
Remote Similarity	0.6121	NPC319950
Remote Similarity	0.6121	NPC264976
Remote Similarity	0.612	NPC182119
Remote Similarity	0.6118	NPC301713
Remote Similarity	0.6117	NPC315498
Remote Similarity	0.6117	NPC230942
Remote Similarity	0.6114	NPC6570
Remote Similarity	0.6114	NPC237227
Remote Similarity	0.6114	NPC138365
Remote Similarity	0.6114	NPC122542
Remote Similarity	0.6108	NPC142577
Remote Similarity	0.6105	NPC195749

Drug Structure

NPD3953 OpenBabel08211704332D 32 33 0 0 0 0 0 0 0 0999 V2000 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -3.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.7321 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 -0.8660 -2.5000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 C 0 0 0 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 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -0.0000 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 -6.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -1.7321 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 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 -4.0000 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 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 20 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 15 2 0 0 0 0 7 16 2 0 0 0 0 8 10 1 0 0 0 0 8 13 2 0 0 0 0 9 11 2 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 11 14 1 0 0 0 0 12 17 1 0 0 0 0 12 21 1 0 0 0 0 13 29 1 0 0 0 0 14 30 1 0 0 0 0 15 16 1 0 0 0 0 15 18 1 0 0 0 0 16 22 1 0 0 0 0 17 23 2 0 0 0 0 17 24 1 0 0 0 0 18 21 2 3 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 19 26 2 0 0 0 0 19 29 1 0 0 0 0 22 30 1 0 0 0 0 22 31 1 0 0 0 0 25 32 1 0 0 0 0 27 30 2 0 0 0 0 28 30 2 0 0 0 0 M CHG 1 24 -1 M END $$$$

External Identifiers

TTD	DPR000083; DCL000986
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	23663985
ChEBI
CAS Number

Drug Properties

Molecular Weight	433.11
ALogP	-0.6724
MLogP	2.56
XLogP	2.766
HDA	8
HBD	2
Rotatable Bonds	14
TPSA	153.57
RO5 Violation	0