NPASS drugs

Drug Information

Drug ID:	NPD5631
Drug Name:	Iferanserin
Molecular Formula:	C23H28N2O
Canonical SMILES:	CN1CCCCC1CCc1ccccc1N=C(/C=C/c1ccccc1)O
Standard InCHI:	InChI=1S/C23H28N2O/c1-25-18-8-7-12-21(25)16-15-20-11-5-6-13-22(20)24-23(26)17-14-19-9-3-2-4-10-19/h2-6,9-11,13-14,17,21H,7-8,12,15-16,18H2,1H3,(H,24,26)/b17-14+
Standard InCHIKey:	UXIPFQUBOVWAQW-SAPNQHFASA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5631

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	155
0.1-0.2	1657
0.2-0.3	8810
0.3-0.4	11135
0.4-0.5	5992
0.5-0.6	2514
0.6-0.7	583
0.7-0.8	41
0.8-0.85	3
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	0.8145	NPC476950
Intermediate Similarity	0.8018	NPC291610
Intermediate Similarity	0.8	NPC264580
Intermediate Similarity	0.7925	NPC78154
Intermediate Similarity	0.7857	NPC478079
Intermediate Similarity	0.7769	NPC192209
Intermediate Similarity	0.7731	NPC187036
Intermediate Similarity	0.7642	NPC473031
Intermediate Similarity	0.7623	NPC313449
Intermediate Similarity	0.7583	NPC296163
Intermediate Similarity	0.7547	NPC203076
Intermediate Similarity	0.7541	NPC147957
Intermediate Similarity	0.75	NPC184437
Intermediate Similarity	0.75	NPC313352
Intermediate Similarity	0.7481	NPC243162
Intermediate Similarity	0.7459	NPC288232
Intermediate Similarity	0.7458	NPC302790
Intermediate Similarity	0.7364	NPC470926
Intermediate Similarity	0.7357	NPC254798
Intermediate Similarity	0.7302	NPC317564
Intermediate Similarity	0.728	NPC220698
Intermediate Similarity	0.7252	NPC150863
Intermediate Similarity	0.7244	NPC475915
Intermediate Similarity	0.7174	NPC22082
Intermediate Similarity	0.7174	NPC186284
Intermediate Similarity	0.7167	NPC164802
Intermediate Similarity	0.7143	NPC45033
Intermediate Similarity	0.7091	NPC262393
Intermediate Similarity	0.709	NPC476685
Intermediate Similarity	0.709	NPC476689
Intermediate Similarity	0.709	NPC476687
Intermediate Similarity	0.7075	NPC307456
Intermediate Similarity	0.7068	NPC9856
Intermediate Similarity	0.7068	NPC226662
Intermediate Similarity	0.7068	NPC472245
Intermediate Similarity	0.7068	NPC280807
Intermediate Similarity	0.7037	NPC256893
Intermediate Similarity	0.7034	NPC178681
Intermediate Similarity	0.7029	NPC314102
Intermediate Similarity	0.7029	NPC251722
Intermediate Similarity	0.7009	NPC14326
Intermediate Similarity	0.7008	NPC81561
Intermediate Similarity	0.7	NPC283130
Intermediate Similarity	0.7	NPC328683
Remote Similarity	0.6972	NPC116519
Remote Similarity	0.697	NPC252794
Remote Similarity	0.6967	NPC292758
Remote Similarity	0.6967	NPC65855
Remote Similarity	0.696	NPC205652
Remote Similarity	0.6953	NPC162689
Remote Similarity	0.6953	NPC54102
Remote Similarity	0.6949	NPC239854
Remote Similarity	0.6944	NPC15839
Remote Similarity	0.6942	NPC37584
Remote Similarity	0.6929	NPC148140
Remote Similarity	0.6929	NPC104483
Remote Similarity	0.6923	NPC472100
Remote Similarity	0.6897	NPC37548
Remote Similarity	0.6897	NPC311242
Remote Similarity	0.6894	NPC122718
Remote Similarity	0.6884	NPC325599
Remote Similarity	0.6875	NPC470877
Remote Similarity	0.687	NPC329430
Remote Similarity	0.6866	NPC197680
Remote Similarity	0.6866	NPC259098
Remote Similarity	0.6846	NPC257490
Remote Similarity	0.6838	NPC53044
Remote Similarity	0.6825	NPC470550
Remote Similarity	0.6822	NPC226143
Remote Similarity	0.6821	NPC191863
Remote Similarity	0.6821	NPC133470
Remote Similarity	0.6821	NPC289776
Remote Similarity	0.6821	NPC476231
Remote Similarity	0.6818	NPC3210
Remote Similarity	0.6814	NPC191444
Remote Similarity	0.6814	NPC74936
Remote Similarity	0.6814	NPC159178
Remote Similarity	0.6814	NPC471307
Remote Similarity	0.6814	NPC78041
Remote Similarity	0.6814	NPC209764
Remote Similarity	0.6814	NPC121872
Remote Similarity	0.6814	NPC141139
Remote Similarity	0.6812	NPC300299
Remote Similarity	0.6783	NPC476483
Remote Similarity	0.6783	NPC472103
Remote Similarity	0.6783	NPC20144
Remote Similarity	0.6781	NPC187951
Remote Similarity	0.6779	NPC477157
Remote Similarity	0.6779	NPC477156
Remote Similarity	0.6767	NPC325013
Remote Similarity	0.6736	NPC242556
Remote Similarity	0.6735	NPC154602
Remote Similarity	0.6735	NPC105818
Remote Similarity	0.6735	NPC24678
Remote Similarity	0.6726	NPC176858
Remote Similarity	0.6718	NPC215519
Remote Similarity	0.6713	NPC478040
Remote Similarity	0.6713	NPC473868
Remote Similarity	0.6713	NPC63157
Remote Similarity	0.6711	NPC470507
Remote Similarity	0.6711	NPC38736
Remote Similarity	0.6696	NPC108800
Remote Similarity	0.6692	NPC291962
Remote Similarity	0.6692	NPC177684
Remote Similarity	0.669	NPC471574
Remote Similarity	0.669	NPC478039
Remote Similarity	0.669	NPC88097
Remote Similarity	0.669	NPC264589
Remote Similarity	0.6688	NPC278887
Remote Similarity	0.6667	NPC477890
Remote Similarity	0.6667	NPC79618
Remote Similarity	0.6643	NPC59084
Remote Similarity	0.6643	NPC198988
Remote Similarity	0.6643	NPC2949
Remote Similarity	0.6643	NPC471123
Remote Similarity	0.6642	NPC472244
Remote Similarity	0.6642	NPC470343
Remote Similarity	0.6641	NPC112373
Remote Similarity	0.6641	NPC161956
Remote Similarity	0.6641	NPC258531
Remote Similarity	0.6639	NPC473418
Remote Similarity	0.6639	NPC211551
Remote Similarity	0.6638	NPC471309
Remote Similarity	0.6637	NPC111233
Remote Similarity	0.6636	NPC104070
Remote Similarity	0.6623	NPC211525
Remote Similarity	0.6623	NPC129721
Remote Similarity	0.6623	NPC153694
Remote Similarity	0.6622	NPC33421
Remote Similarity	0.662	NPC130251
Remote Similarity	0.662	NPC472243
Remote Similarity	0.6618	NPC101372
Remote Similarity	0.6614	NPC314141
Remote Similarity	0.6612	NPC474430
Remote Similarity	0.661	NPC33168
Remote Similarity	0.66	NPC473297
Remote Similarity	0.6599	NPC21605
Remote Similarity	0.6596	NPC325252
Remote Similarity	0.6585	NPC471447
Remote Similarity	0.6583	NPC469457
Remote Similarity	0.6581	NPC303045
Remote Similarity	0.6581	NPC108339
Remote Similarity	0.6581	NPC161972
Remote Similarity	0.6579	NPC92796
Remote Similarity	0.6579	NPC6436
Remote Similarity	0.6579	NPC135141
Remote Similarity	0.6577	NPC117032
Remote Similarity	0.6575	NPC470440
Remote Similarity	0.6575	NPC469735
Remote Similarity	0.6575	NPC159856
Remote Similarity	0.6569	NPC314431
Remote Similarity	0.6567	NPC46358
Remote Similarity	0.6567	NPC290094
Remote Similarity	0.6561	NPC158129
Remote Similarity	0.6558	NPC189116
Remote Similarity	0.6554	NPC124005
Remote Similarity	0.6552	NPC314186
Remote Similarity	0.6552	NPC136002
Remote Similarity	0.6549	NPC262295
Remote Similarity	0.6549	NPC83214
Remote Similarity	0.6549	NPC469560
Remote Similarity	0.6544	NPC145754
Remote Similarity	0.6541	NPC150048
Remote Similarity	0.6541	NPC268534
Remote Similarity	0.6541	NPC203754
Remote Similarity	0.6536	NPC81229
Remote Similarity	0.6536	NPC255229
Remote Similarity	0.6531	NPC469740
Remote Similarity	0.6525	NPC471320
Remote Similarity	0.6525	NPC471319
Remote Similarity	0.6525	NPC25565
Remote Similarity	0.6522	NPC172128
Remote Similarity	0.6515	NPC316582
Remote Similarity	0.6513	NPC104345
Remote Similarity	0.651	NPC206592
Remote Similarity	0.651	NPC40070
Remote Similarity	0.6504	NPC167336
Remote Similarity	0.65	NPC326575
Remote Similarity	0.6496	NPC471313
Remote Similarity	0.6496	NPC471311
Remote Similarity	0.6494	NPC124542
Remote Similarity	0.6494	NPC194881
Remote Similarity	0.6494	NPC59779
Remote Similarity	0.6494	NPC471177
Remote Similarity	0.6491	NPC12429
Remote Similarity	0.6491	NPC30445
Remote Similarity	0.6489	NPC240136
Remote Similarity	0.6489	NPC297486
Remote Similarity	0.6489	NPC471402
Remote Similarity	0.6489	NPC228515
Remote Similarity	0.6486	NPC109787
Remote Similarity	0.6486	NPC119677
Remote Similarity	0.6486	NPC321617
Remote Similarity	0.6478	NPC329688
Remote Similarity	0.6478	NPC189812
Remote Similarity	0.6474	NPC98187
Remote Similarity	0.6471	NPC36495
Remote Similarity	0.6471	NPC310403
Remote Similarity	0.6471	NPC263709
Remote Similarity	0.6471	NPC472258

Drug Structure

NPD5631 OpenBabel08211708292D 27 29 0 0 1 0 0 0 0 0999 V2000 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 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 -3.4641 -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 -1.7321 1.0000 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 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 -1.7321 -0.0000 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 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 -1.7321 -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 0.0000 -3.0000 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 -0.8660 -0.5000 0.0000 C 0 0 3 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 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 -2.5981 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 9 1 0 0 0 0 4 10 2 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 13 1 0 0 0 0 7 8 1 0 0 0 0 7 12 1 0 0 0 0 8 18 1 0 0 0 0 9 19 2 0 0 0 0 10 19 1 0 0 0 0 11 20 2 0 0 0 0 12 21 1 0 0 0 0 13 22 2 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 18 25 1 0 0 0 0 20 22 1 0 0 0 0 21 25 1 0 0 0 0 22 24 1 0 0 0 0 23 24 2 3 0 0 0 23 26 1 0 0 0 0 26 27 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	348.22
ALogP	-0.7334
MLogP	3.66
XLogP	7.983
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	35.83
RO5 Violation	1