NPASS drugs

Drug Information

Drug ID:	NPD6729
Drug Name:	Ritanserin
Molecular Formula:	C27H25F2N3OS
Canonical SMILES:	Fc1ccc(cc1)C(=C1CCN(CC1)CCc1c(C)nc2n(c1=O)ccs2)c1ccc(cc1)F
Standard InCHI:	InChI=1S/C27H25F2N3OS/c1-18-24(26(33)32-16-17-34-27(32)30-18)12-15-31-13-10-21(11-14-31)25(19-2-6-22(28)7-3-19)20-4-8-23(29)9-5-20/h2-9,16-17H,10-15H2,1H3
Standard InCHIKey:	JUQLTPCYUFPYKE-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6729

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	201
0.1-0.2	1925
0.2-0.3	9722
0.3-0.4	14116
0.4-0.5	4299
0.5-0.6	591
0.6-0.7	36
0.7-0.8	0
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
Remote Similarity	0.6712	NPC32858
Remote Similarity	0.6712	NPC194857
Remote Similarity	0.6694	NPC473661
Remote Similarity	0.6614	NPC472258
Remote Similarity	0.6565	NPC469974
Remote Similarity	0.6557	NPC53492
Remote Similarity	0.6515	NPC473418
Remote Similarity	0.65	NPC220698
Remote Similarity	0.6471	NPC475013
Remote Similarity	0.6467	NPC300299
Remote Similarity	0.6439	NPC275467
Remote Similarity	0.6423	NPC305602
Remote Similarity	0.6423	NPC17497
Remote Similarity	0.6391	NPC167336
Remote Similarity	0.6377	NPC476048
Remote Similarity	0.6343	NPC473498
Remote Similarity	0.6328	NPC256452
Remote Similarity	0.6286	NPC288232
Remote Similarity	0.6273	NPC117032
Remote Similarity	0.6267	NPC207428
Remote Similarity	0.6267	NPC325479
Remote Similarity	0.6234	NPC83214
Remote Similarity	0.6222	NPC471447
Remote Similarity	0.6222	NPC45033
Remote Similarity	0.6214	NPC246904
Remote Similarity	0.6129	NPC469560
Remote Similarity	0.6124	NPC71140
Remote Similarity	0.6116	NPC475289
Remote Similarity	0.6116	NPC475573
Remote Similarity	0.6098	NPC474088
Remote Similarity	0.6069	NPC302169
Remote Similarity	0.6067	NPC313722
Remote Similarity	0.6056	NPC473573
Remote Similarity	0.6029	NPC143516
Remote Similarity	0.6028	NPC187036
Remote Similarity	0.6026	NPC187231
Remote Similarity	0.5987	NPC207554
Remote Similarity	0.5986	NPC33742
Remote Similarity	0.5985	NPC474973
Remote Similarity	0.5985	NPC130898
Remote Similarity	0.5985	NPC474804
Remote Similarity	0.5973	NPC79698
Remote Similarity	0.5969	NPC470926
Remote Similarity	0.5959	NPC27833
Remote Similarity	0.5949	NPC2823
Remote Similarity	0.5949	NPC471574
Remote Similarity	0.5926	NPC13470
Remote Similarity	0.5926	NPC329375
Remote Similarity	0.5918	NPC257490
Remote Similarity	0.5903	NPC470544
Remote Similarity	0.5899	NPC473676
Remote Similarity	0.5886	NPC130251
Remote Similarity	0.5878	NPC474974
Remote Similarity	0.5875	NPC471680
Remote Similarity	0.5862	NPC192209
Remote Similarity	0.5862	NPC470545
Remote Similarity	0.586	NPC89489
Remote Similarity	0.5844	NPC53044
Remote Similarity	0.5844	NPC473962
Remote Similarity	0.5839	NPC136002
Remote Similarity	0.5833	NPC108339
Remote Similarity	0.5822	NPC264580
Remote Similarity	0.5822	NPC470546
Remote Similarity	0.5817	NPC300315
Remote Similarity	0.5809	NPC291610
Remote Similarity	0.5802	NPC313850
Remote Similarity	0.5793	NPC239357
Remote Similarity	0.5793	NPC14672
Remote Similarity	0.5793	NPC285926
Remote Similarity	0.5793	NPC315276
Remote Similarity	0.5789	NPC478079
Remote Similarity	0.5789	NPC471319
Remote Similarity	0.5789	NPC113056
Remote Similarity	0.5789	NPC471320
Remote Similarity	0.5789	NPC138293
Remote Similarity	0.5786	NPC164802
Remote Similarity	0.5782	NPC291962
Remote Similarity	0.5782	NPC226143
Remote Similarity	0.5782	NPC177684
Remote Similarity	0.5779	NPC126458
Remote Similarity	0.5775	NPC275410
Remote Similarity	0.5774	NPC84317
Remote Similarity	0.5767	NPC324445
Remote Similarity	0.5759	NPC77992
Remote Similarity	0.575	NPC301760
Remote Similarity	0.575	NPC186284
Remote Similarity	0.575	NPC22082
Remote Similarity	0.5749	NPC295021
Remote Similarity	0.5743	NPC112373
Remote Similarity	0.5743	NPC161956
Remote Similarity	0.5743	NPC258531
Remote Similarity	0.5741	NPC473804
Remote Similarity	0.5735	NPC11466
Remote Similarity	0.5714	NPC179224
Remote Similarity	0.5707	NPC471195
Remote Similarity	0.5707	NPC471196
Remote Similarity	0.5706	NPC119569
Remote Similarity	0.5706	NPC154478
Remote Similarity	0.5705	NPC71684
Remote Similarity	0.5696	NPC471123
Remote Similarity	0.5694	NPC35850
Remote Similarity	0.5694	NPC296163
Remote Similarity	0.5694	NPC276949
Remote Similarity	0.5693	NPC239854
Remote Similarity	0.5691	NPC21429
Remote Similarity	0.568	NPC231986
Remote Similarity	0.566	NPC132636
Remote Similarity	0.5655	NPC472164
Remote Similarity	0.5652	NPC468984
Remote Similarity	0.5649	NPC103605
Remote Similarity	0.5649	NPC476160
Remote Similarity	0.5649	NPC473322
Remote Similarity	0.5649	NPC81092
Remote Similarity	0.5644	NPC470822
Remote Similarity	0.5641	NPC44805
Remote Similarity	0.5641	NPC8761
Remote Similarity	0.5639	NPC322040
Remote Similarity	0.5639	NPC7067
Remote Similarity	0.563	NPC311242
Remote Similarity	0.5621	NPC119326
Remote Similarity	0.5615	NPC262393
Remote Similarity	0.5613	NPC473417
Remote Similarity	0.5603	NPC55529
Remote Similarity	0.56	NPC314192

Drug Structure

NPD6729 OpenBabel08211710072D 34 38 0 0 0 0 0 0 0 0999 V2000 3.5491 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6113 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7453 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 -4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7453 -4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4773 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6113 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 -5.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7453 -5.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7453 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8793 -4.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4773 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8793 -6.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8793 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3434 -1.3090 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.8793 -7.3090 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -1.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -2.8090 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 18 1 0 0 0 0 2 6 1 0 0 0 0 2 19 2 0 0 0 0 3 7 2 0 0 0 0 3 19 1 0 0 0 0 4 8 1 0 0 0 0 4 20 2 0 0 0 0 5 9 2 0 0 0 0 5 20 1 0 0 0 0 6 22 2 0 0 0 0 7 22 1 0 0 0 0 8 23 2 0 0 0 0 9 23 1 0 0 0 0 10 13 1 0 0 0 0 10 21 1 0 0 0 0 11 14 1 0 0 0 0 11 21 1 0 0 0 0 12 15 1 0 0 0 0 12 24 1 0 0 0 0 13 31 1 0 0 0 0 14 31 1 0 0 0 0 15 31 1 0 0 0 0 16 17 2 0 0 0 0 16 32 1 0 0 0 0 17 34 1 0 0 0 0 18 24 2 0 0 0 0 18 30 1 0 0 0 0 19 25 1 0 0 0 0 20 25 1 0 0 0 0 21 25 2 0 0 0 0 22 28 1 0 0 0 0 23 29 1 0 0 0 0 24 26 1 0 0 0 0 26 32 1 0 0 0 0 26 33 2 0 0 0 0 27 30 2 0 0 0 0 27 32 1 0 0 0 0 27 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001217
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5074
ChEBI
CAS Number

Drug Properties

Molecular Weight	477.17
ALogP	2.0504
MLogP	3.66
XLogP	5.494
HDA	4
HBD	0
Rotatable Bonds	8
TPSA	61.21
RO5 Violation	1