NPASS drugs

Drug Information

Drug ID:	NPD4942
Drug Name:	Ketanserin
Molecular Formula:	C22H22FN3O3
Canonical SMILES:	Fc1ccc(cc1)C(=O)C1CCN(CC1)CCn1c(O)nc2c(c1=O)cccc2
Standard InCHI:	InChI=1S/C22H22FN3O3/c23-17-7-5-15(6-8-17)20(27)16-9-11-25(12-10-16)13-14-26-21(28)18-3-1-2-4-19(18)24-22(26)29/h1-8,16H,9-14H2,(H,24,29)
Standard InCHIKey:	FPCCSQOGAWCVBH-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4942

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	190
0.1-0.2	1756
0.2-0.3	8382
0.3-0.4	12168
0.4-0.5	6422
0.5-0.6	1668
0.6-0.7	257
0.7-0.8	45
0.8-0.85	2
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	0.8082	NPC300299
Intermediate Similarity	0.8	NPC207428
Intermediate Similarity	0.7987	NPC207554
Intermediate Similarity	0.7975	NPC154478
Intermediate Similarity	0.7962	NPC84317
Intermediate Similarity	0.7937	NPC138293
Intermediate Similarity	0.7937	NPC113056
Intermediate Similarity	0.7919	NPC83214
Intermediate Similarity	0.7792	NPC324445
Intermediate Similarity	0.7676	NPC257490
Intermediate Similarity	0.761	NPC295021
Intermediate Similarity	0.7547	NPC117032
Intermediate Similarity	0.7546	NPC88970
Intermediate Similarity	0.7535	NPC291962
Intermediate Similarity	0.7535	NPC177684
Intermediate Similarity	0.7486	NPC471196
Intermediate Similarity	0.7486	NPC471195
Intermediate Similarity	0.7483	NPC258531
Intermediate Similarity	0.7483	NPC112373
Intermediate Similarity	0.7483	NPC161956
Intermediate Similarity	0.7468	NPC2823
Intermediate Similarity	0.7455	NPC471130
Intermediate Similarity	0.743	NPC472541
Intermediate Similarity	0.743	NPC472542
Intermediate Similarity	0.7412	NPC474081
Intermediate Similarity	0.7381	NPC318183
Intermediate Similarity	0.7374	NPC472539
Intermediate Similarity	0.7374	NPC470787
Intermediate Similarity	0.7374	NPC472540
Intermediate Similarity	0.7368	NPC475761
Intermediate Similarity	0.7368	NPC474041
Intermediate Similarity	0.7355	NPC471164
Intermediate Similarity	0.7353	NPC475607
Intermediate Similarity	0.7299	NPC21429
Intermediate Similarity	0.7294	NPC475594
Intermediate Similarity	0.726	NPC39818
Intermediate Similarity	0.726	NPC268534
Intermediate Similarity	0.7244	NPC471574
Intermediate Similarity	0.7161	NPC122553
Intermediate Similarity	0.7123	NPC279385
Intermediate Similarity	0.7123	NPC179605
Intermediate Similarity	0.7107	NPC136002
Intermediate Similarity	0.7078	NPC162417
Intermediate Similarity	0.7078	NPC316104
Intermediate Similarity	0.7075	NPC103292
Intermediate Similarity	0.7055	NPC226143
Intermediate Similarity	0.7049	NPC471199
Remote Similarity	0.6994	NPC470548
Remote Similarity	0.6993	NPC316746
Remote Similarity	0.6982	NPC189116
Remote Similarity	0.6974	NPC150863
Remote Similarity	0.6973	NPC106118
Remote Similarity	0.6919	NPC472118
Remote Similarity	0.6915	NPC295548
Remote Similarity	0.6895	NPC472538
Remote Similarity	0.6892	NPC27833
Remote Similarity	0.6879	NPC292265
Remote Similarity	0.6879	NPC355
Remote Similarity	0.6867	NPC254698
Remote Similarity	0.6864	NPC27904
Remote Similarity	0.6863	NPC209389
Remote Similarity	0.6857	NPC471743
Remote Similarity	0.6855	NPC130251
Remote Similarity	0.6851	NPC18890
Remote Similarity	0.6842	NPC225400
Remote Similarity	0.6839	NPC53044
Remote Similarity	0.6818	NPC472245
Remote Similarity	0.6818	NPC280807
Remote Similarity	0.6818	NPC314431
Remote Similarity	0.6813	NPC186284
Remote Similarity	0.6813	NPC22082
Remote Similarity	0.6806	NPC471155
Remote Similarity	0.6806	NPC470786
Remote Similarity	0.6796	NPC473815
Remote Similarity	0.6792	NPC469560
Remote Similarity	0.6788	NPC144691
Remote Similarity	0.6786	NPC167336
Remote Similarity	0.6776	NPC470343
Remote Similarity	0.6776	NPC92803
Remote Similarity	0.6776	NPC472244
Remote Similarity	0.6771	NPC270241
Remote Similarity	0.6757	NPC220698
Remote Similarity	0.6757	NPC198401
Remote Similarity	0.675	NPC315051
Remote Similarity	0.6746	NPC104345
Remote Similarity	0.6742	NPC88110
Remote Similarity	0.6742	NPC475685
Remote Similarity	0.674	NPC141612
Remote Similarity	0.674	NPC135601
Remote Similarity	0.674	NPC17273
Remote Similarity	0.6731	NPC40364
Remote Similarity	0.6725	NPC472117
Remote Similarity	0.671	NPC194562
Remote Similarity	0.669	NPC172170
Remote Similarity	0.6685	NPC133003
Remote Similarity	0.6685	NPC475094
Remote Similarity	0.6667	NPC63047
Remote Similarity	0.6667	NPC475248
Remote Similarity	0.6667	NPC471191
Remote Similarity	0.6667	NPC470317
Remote Similarity	0.6648	NPC150308
Remote Similarity	0.6647	NPC154602
Remote Similarity	0.6647	NPC66936
Remote Similarity	0.6629	NPC14849
Remote Similarity	0.6623	NPC322433
Remote Similarity	0.661	NPC328611
Remote Similarity	0.661	NPC469529
Remote Similarity	0.6609	NPC279527
Remote Similarity	0.6609	NPC214960
Remote Similarity	0.6605	NPC301760
Remote Similarity	0.6605	NPC316202
Remote Similarity	0.6601	NPC192533
Remote Similarity	0.6593	NPC476341
Remote Similarity	0.6592	NPC182057
Remote Similarity	0.6592	NPC147298
Remote Similarity	0.6592	NPC131450
Remote Similarity	0.6582	NPC72956
Remote Similarity	0.6562	NPC471123
Remote Similarity	0.6556	NPC286994
Remote Similarity	0.6552	NPC472106
Remote Similarity	0.655	NPC248601
Remote Similarity	0.655	NPC113946
Remote Similarity	0.6549	NPC473418
Remote Similarity	0.6548	NPC153980
Remote Similarity	0.6548	NPC6865
Remote Similarity	0.6541	NPC324091
Remote Similarity	0.6532	NPC472120
Remote Similarity	0.6532	NPC472101
Remote Similarity	0.6527	NPC237649
Remote Similarity	0.6527	NPC300596
Remote Similarity	0.6524	NPC469537
Remote Similarity	0.6524	NPC478040
Remote Similarity	0.6524	NPC314287
Remote Similarity	0.6513	NPC285192
Remote Similarity	0.6506	NPC470579
Remote Similarity	0.6506	NPC478039
Remote Similarity	0.6497	NPC187231
Remote Similarity	0.6485	NPC470822
Remote Similarity	0.6484	NPC470205
Remote Similarity	0.6474	NPC58827
Remote Similarity	0.6474	NPC309531
Remote Similarity	0.6474	NPC72473
Remote Similarity	0.6474	NPC307437
Remote Similarity	0.6474	NPC472102
Remote Similarity	0.6467	NPC254798
Remote Similarity	0.6465	NPC471194
Remote Similarity	0.6465	NPC471193
Remote Similarity	0.6464	NPC73994
Remote Similarity	0.6461	NPC177261
Remote Similarity	0.6453	NPC222029
Remote Similarity	0.6452	NPC79698
Remote Similarity	0.6452	NPC313293
Remote Similarity	0.645	NPC471192
Remote Similarity	0.645	NPC243756
Remote Similarity	0.6443	NPC288232
Remote Similarity	0.6441	NPC471943
Remote Similarity	0.6437	NPC469741
Remote Similarity	0.6429	NPC242000
Remote Similarity	0.6429	NPC283130
Remote Similarity	0.6429	NPC328683
Remote Similarity	0.6425	NPC248862
Remote Similarity	0.6422	NPC220851
Remote Similarity	0.642	NPC182131
Remote Similarity	0.6418	NPC244425
Remote Similarity	0.6418	NPC15384
Remote Similarity	0.6414	NPC164802
Remote Similarity	0.6412	NPC285381
Remote Similarity	0.6402	NPC470301
Remote Similarity	0.64	NPC204867
Remote Similarity	0.6386	NPC314186
Remote Similarity	0.6378	NPC16249
Remote Similarity	0.6358	NPC192209
Remote Similarity	0.6354	NPC83774
Remote Similarity	0.6341	NPC472243
Remote Similarity	0.6337	NPC471197
Remote Similarity	0.6335	NPC313352
Remote Similarity	0.6325	NPC308197
Remote Similarity	0.6322	NPC276085
Remote Similarity	0.6312	NPC325479
Remote Similarity	0.6312	NPC473962
Remote Similarity	0.6305	NPC471198
Remote Similarity	0.6294	NPC473329
Remote Similarity	0.6286	NPC93653
Remote Similarity	0.6284	NPC61011
Remote Similarity	0.6279	NPC281094
Remote Similarity	0.6279	NPC471132
Remote Similarity	0.627	NPC477003
Remote Similarity	0.6264	NPC28848
Remote Similarity	0.6264	NPC157583
Remote Similarity	0.6264	NPC14325
Remote Similarity	0.6259	NPC256452
Remote Similarity	0.625	NPC126458
Remote Similarity	0.625	NPC194881
Remote Similarity	0.625	NPC476231
Remote Similarity	0.6243	NPC114808
Remote Similarity	0.6236	NPC114637
Remote Similarity	0.6224	NPC291610
Remote Similarity	0.6221	NPC122106
Remote Similarity	0.6211	NPC216550
Remote Similarity	0.6207	NPC29285

Drug Structure

NPD4942 OpenBabel08211706322D 30 33 0 0 0 0 0 0 0 0999 V2000 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 -6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 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 0.0000 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 -3.4641 -2.0000 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 -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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 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 -7.7942 -0.5000 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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 N 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 -5.1962 -3.0000 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 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 18 2 0 0 0 0 4 19 2 0 0 0 0 5 7 1 0 0 0 0 5 15 2 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 11 1 0 0 0 0 9 16 1 0 0 0 0 10 12 1 0 0 0 0 10 16 1 0 0 0 0 11 25 1 0 0 0 0 12 25 1 0 0 0 0 13 14 1 0 0 0 0 13 25 1 0 0 0 0 14 26 1 0 0 0 0 15 20 1 0 0 0 0 16 20 1 0 0 0 0 17 23 1 0 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 19 24 1 0 0 0 0 20 27 2 0 0 0 0 21 26 1 0 0 0 0 21 28 2 0 0 0 0 22 24 2 0 0 0 0 22 26 1 0 0 0 0 22 29 1 0 0 0 0 29 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001394
DrugBank
ChEMBL
IUPHAR/BPS	88
PharmaGKB
KEGG Drug
PubChem CID	3822
ChEBI
CAS Number

Drug Properties

Molecular Weight	395.16
ALogP	-0.6432
MLogP	3.11
XLogP	3.915
HDA	6
HBD	1
Rotatable Bonds	7
TPSA	73.21
RO5 Violation	0