NPASS drugs

Drug Information

Drug ID:	NPD4898
Drug Name:
Molecular Formula:	C22H20N2O5S
Canonical SMILES:	O=C1N=C(C(S1)Cc1ccc(cc1)OCC(c1nc(oc1C)c1ccccc1)O)O
Standard InCHI:	InChI=1S/C22H20N2O5S/c1-13-19(23-21(29-13)15-5-3-2-4-6-15)17(25)12-28-16-9-7-14(8-10-16)11-18-20(26)24-22(27)30-18/h2-10,17-18,25H,11-12H2,1H3,(H,24,26,27)
Standard InCHIKey:	YVQKIDLSVHRBGZ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4898

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	272
0.1-0.2	1578
0.2-0.3	7400
0.3-0.4	5359
0.4-0.5	8333
0.5-0.6	7296
0.6-0.7	613
0.7-0.8	39
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	0.7822	NPC314633
Intermediate Similarity	0.7682	NPC477587
Intermediate Similarity	0.7682	NPC477589
Intermediate Similarity	0.7617	NPC477585
Intermediate Similarity	0.7617	NPC477586
Intermediate Similarity	0.7617	NPC477588
Intermediate Similarity	0.7617	NPC477590
Intermediate Similarity	0.7605	NPC58209
Intermediate Similarity	0.7511	NPC205372
Intermediate Similarity	0.75	NPC472286
Intermediate Similarity	0.75	NPC472287
Intermediate Similarity	0.7448	NPC160100
Intermediate Similarity	0.7445	NPC131885
Intermediate Similarity	0.7333	NPC166712
Intermediate Similarity	0.7328	NPC97746
Intermediate Similarity	0.73	NPC34770
Intermediate Similarity	0.7289	NPC269367
Intermediate Similarity	0.7284	NPC161801
Intermediate Similarity	0.7265	NPC140296
Intermediate Similarity	0.7231	NPC188400
Intermediate Similarity	0.7186	NPC298436
Intermediate Similarity	0.7182	NPC472284
Intermediate Similarity	0.7181	NPC146418
Intermediate Similarity	0.7167	NPC478141
Intermediate Similarity	0.7162	NPC16066
Intermediate Similarity	0.716	NPC316224
Intermediate Similarity	0.716	NPC208364
Intermediate Similarity	0.7148	NPC315411
Intermediate Similarity	0.7094	NPC315061
Intermediate Similarity	0.7085	NPC165964
Intermediate Similarity	0.7085	NPC203373
Intermediate Similarity	0.7075	NPC209981
Intermediate Similarity	0.7071	NPC196718
Intermediate Similarity	0.7045	NPC173250
Intermediate Similarity	0.7043	NPC101312
Intermediate Similarity	0.7029	NPC217176
Intermediate Similarity	0.7008	NPC475844
Intermediate Similarity	0.7	NPC38237
Intermediate Similarity	0.7	NPC102593
Remote Similarity	0.6988	NPC67401
Remote Similarity	0.6947	NPC317572
Remote Similarity	0.6946	NPC194740
Remote Similarity	0.6941	NPC230683
Remote Similarity	0.6932	NPC196449
Remote Similarity	0.6932	NPC314222
Remote Similarity	0.6926	NPC203168
Remote Similarity	0.6923	NPC230403
Remote Similarity	0.6898	NPC168922
Remote Similarity	0.6897	NPC232225
Remote Similarity	0.6883	NPC291609
Remote Similarity	0.6877	NPC472589
Remote Similarity	0.6877	NPC120513
Remote Similarity	0.6875	NPC274640
Remote Similarity	0.6865	NPC472588
Remote Similarity	0.6864	NPC54066
Remote Similarity	0.686	NPC477516
Remote Similarity	0.6853	NPC316110
Remote Similarity	0.6853	NPC315893
Remote Similarity	0.6853	NPC313587
Remote Similarity	0.6851	NPC309919
Remote Similarity	0.6851	NPC184408
Remote Similarity	0.685	NPC258048
Remote Similarity	0.6849	NPC94842
Remote Similarity	0.6842	NPC124300
Remote Similarity	0.684	NPC219664
Remote Similarity	0.6838	NPC472435
Remote Similarity	0.6827	NPC72715
Remote Similarity	0.6824	NPC472436
Remote Similarity	0.6822	NPC315804
Remote Similarity	0.6822	NPC313804
Remote Similarity	0.6822	NPC286195
Remote Similarity	0.682	NPC179287
Remote Similarity	0.6818	NPC172355
Remote Similarity	0.6816	NPC184680
Remote Similarity	0.6803	NPC208898
Remote Similarity	0.6793	NPC225279
Remote Similarity	0.6793	NPC150239
Remote Similarity	0.6793	NPC174760
Remote Similarity	0.6789	NPC470785
Remote Similarity	0.6789	NPC474183
Remote Similarity	0.6789	NPC470784
Remote Similarity	0.6786	NPC473188
Remote Similarity	0.6783	NPC321428
Remote Similarity	0.678	NPC174576
Remote Similarity	0.6771	NPC279401
Remote Similarity	0.6771	NPC79293
Remote Similarity	0.677	NPC220408
Remote Similarity	0.676	NPC310618
Remote Similarity	0.6758	NPC241025
Remote Similarity	0.6751	NPC208084
Remote Similarity	0.6751	NPC288987
Remote Similarity	0.6749	NPC474688
Remote Similarity	0.6738	NPC187501
Remote Similarity	0.6737	NPC312645
Remote Similarity	0.6736	NPC144452
Remote Similarity	0.6733	NPC1608
Remote Similarity	0.6723	NPC469439
Remote Similarity	0.6723	NPC323969
Remote Similarity	0.6723	NPC50562
Remote Similarity	0.6723	NPC146976
Remote Similarity	0.672	NPC472434
Remote Similarity	0.6712	NPC144381
Remote Similarity	0.6712	NPC320394
Remote Similarity	0.6709	NPC474428
Remote Similarity	0.6709	NPC247803
Remote Similarity	0.6705	NPC282346
Remote Similarity	0.6697	NPC238242
Remote Similarity	0.6696	NPC18487
Remote Similarity	0.6695	NPC67658
Remote Similarity	0.6695	NPC198503
Remote Similarity	0.6694	NPC329631
Remote Similarity	0.6694	NPC186351
Remote Similarity	0.6693	NPC129897
Remote Similarity	0.6681	NPC236668
Remote Similarity	0.6681	NPC39500
Remote Similarity	0.668	NPC75179
Remote Similarity	0.6667	NPC119134
Remote Similarity	0.6667	NPC49672
Remote Similarity	0.6667	NPC185197
Remote Similarity	0.6667	NPC87413
Remote Similarity	0.6667	NPC194724
Remote Similarity	0.6667	NPC169402
Remote Similarity	0.6653	NPC128115
Remote Similarity	0.6641	NPC478045
Remote Similarity	0.664	NPC473187
Remote Similarity	0.6639	NPC314270
Remote Similarity	0.6639	NPC49195
Remote Similarity	0.6639	NPC51388
Remote Similarity	0.6623	NPC14339
Remote Similarity	0.6612	NPC474701
Remote Similarity	0.6611	NPC168209
Remote Similarity	0.661	NPC89508
Remote Similarity	0.661	NPC324361
Remote Similarity	0.6606	NPC295158
Remote Similarity	0.6603	NPC470042
Remote Similarity	0.6596	NPC220337
Remote Similarity	0.6582	NPC116238
Remote Similarity	0.6582	NPC118228
Remote Similarity	0.6577	NPC194040
Remote Similarity	0.6569	NPC303658
Remote Similarity	0.6568	NPC308137
Remote Similarity	0.6568	NPC310211
Remote Similarity	0.6568	NPC251036
Remote Similarity	0.6567	NPC249583
Remote Similarity	0.656	NPC283152
Remote Similarity	0.656	NPC41501
Remote Similarity	0.6555	NPC288349
Remote Similarity	0.6555	NPC3207
Remote Similarity	0.655	NPC318068
Remote Similarity	0.6546	NPC6786
Remote Similarity	0.6537	NPC66815
Remote Similarity	0.6532	NPC42591
Remote Similarity	0.6529	NPC243633
Remote Similarity	0.6529	NPC175150
Remote Similarity	0.6529	NPC216612
Remote Similarity	0.6527	NPC293151
Remote Similarity	0.6523	NPC473800
Remote Similarity	0.6523	NPC181081
Remote Similarity	0.6513	NPC153452
Remote Similarity	0.6502	NPC314056
Remote Similarity	0.6496	NPC4687
Remote Similarity	0.6489	NPC471978
Remote Similarity	0.6485	NPC322064
Remote Similarity	0.6484	NPC51854
Remote Similarity	0.6482	NPC15406
Remote Similarity	0.6481	NPC210256
Remote Similarity	0.6478	NPC128823
Remote Similarity	0.6477	NPC227824
Remote Similarity	0.6475	NPC473833
Remote Similarity	0.6475	NPC473449
Remote Similarity	0.6471	NPC74562
Remote Similarity	0.6471	NPC151781
Remote Similarity	0.6471	NPC316181
Remote Similarity	0.6468	NPC99891
Remote Similarity	0.6468	NPC470280
Remote Similarity	0.6468	NPC39679
Remote Similarity	0.6466	NPC295898
Remote Similarity	0.6466	NPC39370
Remote Similarity	0.6463	NPC476997
Remote Similarity	0.6459	NPC183537
Remote Similarity	0.6458	NPC223189
Remote Similarity	0.6457	NPC78609
Remote Similarity	0.6456	NPC23294
Remote Similarity	0.6455	NPC478011
Remote Similarity	0.6453	NPC476106
Remote Similarity	0.6452	NPC473186
Remote Similarity	0.6445	NPC9729
Remote Similarity	0.6444	NPC477979
Remote Similarity	0.6441	NPC14877
Remote Similarity	0.6441	NPC475350
Remote Similarity	0.6441	NPC145178
Remote Similarity	0.6441	NPC469589
Remote Similarity	0.644	NPC57453
Remote Similarity	0.6437	NPC476998
Remote Similarity	0.6437	NPC476996
Remote Similarity	0.6434	NPC189079
Remote Similarity	0.6432	NPC469961
Remote Similarity	0.6432	NPC46561
Remote Similarity	0.6432	NPC471448
Remote Similarity	0.6431	NPC314176

Drug Structure

NPD4898 OpenBabel08211706322D 32 35 0 0 1 0 0 0 0 0999 V2000 5.5281 -3.1582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7329 -1.5173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3262 -2.4309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1452 -0.7083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3317 -2.5354 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1506 -0.8129 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2712 -2.4890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7439 -1.7264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -0.9945 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.1667 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7494 -1.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0803 -1.0878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -1.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0169 -2.3794 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 1.1215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 0.5055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2494 -2.6970 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 4.4347 -2.4945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 -2.6884 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 15 2 0 0 0 0 6 15 1 0 0 0 0 7 9 1 0 0 0 0 7 14 2 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 14 1 0 0 0 0 11 18 1 0 0 0 0 12 17 1 0 0 0 0 12 28 1 0 0 0 0 13 19 2 0 0 0 0 13 29 1 0 0 0 0 15 21 1 0 0 0 0 16 28 1 0 0 0 0 17 19 1 0 0 0 0 17 25 1 0 0 0 0 18 20 1 0 0 0 0 18 30 1 0 0 0 0 19 23 1 0 0 0 0 20 24 2 0 0 0 0 20 26 1 0 0 0 0 21 23 2 0 0 0 0 21 29 1 0 0 0 0 22 24 1 0 0 0 0 22 27 2 0 0 0 0 22 30 1 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016377
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	128440
ChEBI
CAS Number

Drug Properties

Molecular Weight	424.11
ALogP	-0.2048
MLogP	3
XLogP	4.803
HDA	5
HBD	2
Rotatable Bonds	10
TPSA	130.45
RO5 Violation	0