NPASS drugs

Drug Information

Drug ID:	NPD4409
Drug Name:	Cyproheptadine
Molecular Formula:	C21H21N
Canonical SMILES:	CN1CCC(=C2c3ccccc3C=Cc3c2cccc3)CC1
Standard InCHI:	InChI=1S/C21H21N/c1-22-14-12-18(13-15-22)21-19-8-4-2-6-16(19)10-11-17-7-3-5-9-20(17)21/h2-11H,12-15H2,1H3
Standard InCHIKey:	JJCFRYNCJDLXIK-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4409

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	283
0.1-0.2	1636
0.2-0.3	7807
0.3-0.4	13203
0.4-0.5	6556
0.5-0.6	1174
0.6-0.7	167
0.7-0.8	58
0.8-0.85	5
0.85-0.9	1
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
High Similarity	0.8966	NPC470926
Intermediate Similarity	0.8471	NPC104070
Intermediate Similarity	0.8372	NPC133162
Intermediate Similarity	0.8261	NPC329430
Intermediate Similarity	0.8125	NPC239854
Intermediate Similarity	0.8023	NPC231986
Intermediate Similarity	0.7778	NPC258046
Intermediate Similarity	0.7692	NPC60408
Intermediate Similarity	0.7647	NPC271642
Intermediate Similarity	0.7556	NPC169016
Intermediate Similarity	0.7529	NPC98976
Intermediate Similarity	0.7475	NPC474582
Intermediate Similarity	0.7442	NPC139658
Intermediate Similarity	0.7396	NPC322040
Intermediate Similarity	0.7353	NPC167336
Intermediate Similarity	0.7349	NPC213570
Intermediate Similarity	0.7349	NPC246822
Intermediate Similarity	0.7349	NPC139416
Intermediate Similarity	0.7312	NPC17497
Intermediate Similarity	0.7312	NPC305602
Intermediate Similarity	0.7294	NPC54269
Intermediate Similarity	0.7284	NPC155172
Intermediate Similarity	0.7284	NPC291066
Intermediate Similarity	0.7262	NPC72670
Intermediate Similarity	0.725	NPC71009
Intermediate Similarity	0.725	NPC22786
Intermediate Similarity	0.7228	NPC291610
Intermediate Similarity	0.7191	NPC159661
Intermediate Similarity	0.7184	NPC473418
Intermediate Similarity	0.7184	NPC474695
Intermediate Similarity	0.7176	NPC135433
Intermediate Similarity	0.7176	NPC226999
Intermediate Similarity	0.7176	NPC158028
Intermediate Similarity	0.7176	NPC39799
Intermediate Similarity	0.7176	NPC193578
Intermediate Similarity	0.7176	NPC1008
Intermediate Similarity	0.7176	NPC87099
Intermediate Similarity	0.7176	NPC280135
Intermediate Similarity	0.716	NPC113670
Intermediate Similarity	0.7159	NPC3190
Intermediate Similarity	0.7159	NPC249018
Intermediate Similarity	0.7126	NPC276699
Intermediate Similarity	0.7126	NPC307195
Intermediate Similarity	0.7125	NPC238023
Intermediate Similarity	0.7125	NPC310758
Intermediate Similarity	0.7125	NPC210849
Intermediate Similarity	0.7125	NPC246588
Intermediate Similarity	0.7111	NPC315216
Intermediate Similarity	0.7108	NPC267443
Intermediate Similarity	0.7093	NPC244738
Intermediate Similarity	0.7079	NPC12857
Intermediate Similarity	0.7075	NPC292758
Intermediate Similarity	0.7075	NPC65855
Intermediate Similarity	0.7065	NPC119677
Intermediate Similarity	0.7065	NPC474088
Intermediate Similarity	0.7059	NPC251490
Intermediate Similarity	0.7059	NPC263385
Intermediate Similarity	0.7059	NPC229235
Intermediate Similarity	0.7021	NPC203076
Intermediate Similarity	0.7011	NPC112609
Intermediate Similarity	0.7011	NPC113000
Intermediate Similarity	0.7011	NPC122327
Intermediate Similarity	0.7011	NPC258492
Intermediate Similarity	0.7011	NPC96835
Remote Similarity	0.6966	NPC290638
Remote Similarity	0.6941	NPC200936
Remote Similarity	0.6914	NPC135924
Remote Similarity	0.6905	NPC6107
Remote Similarity	0.6897	NPC1901
Remote Similarity	0.6889	NPC66270
Remote Similarity	0.6889	NPC245896
Remote Similarity	0.6889	NPC255345
Remote Similarity	0.6875	NPC36357
Remote Similarity	0.6875	NPC114327
Remote Similarity	0.6867	NPC32312
Remote Similarity	0.6867	NPC198023
Remote Similarity	0.6854	NPC110264
Remote Similarity	0.6829	NPC29680
Remote Similarity	0.6829	NPC66517
Remote Similarity	0.6786	NPC113837
Remote Similarity	0.6786	NPC289915
Remote Similarity	0.6786	NPC178527
Remote Similarity	0.6778	NPC325662
Remote Similarity	0.6778	NPC98269
Remote Similarity	0.6768	NPC473661
Remote Similarity	0.675	NPC120441
Remote Similarity	0.675	NPC65873
Remote Similarity	0.675	NPC300345
Remote Similarity	0.675	NPC212114
Remote Similarity	0.6747	NPC88566
Remote Similarity	0.6747	NPC21211
Remote Similarity	0.6747	NPC45756
Remote Similarity	0.6744	NPC473206
Remote Similarity	0.6739	NPC50063
Remote Similarity	0.6707	NPC54368
Remote Similarity	0.6707	NPC248705
Remote Similarity	0.6707	NPC150196
Remote Similarity	0.6667	NPC219246
Remote Similarity	0.6638	NPC475915
Remote Similarity	0.6638	NPC314192
Remote Similarity	0.6636	NPC45033
Remote Similarity	0.6629	NPC299134
Remote Similarity	0.6628	NPC22760
Remote Similarity	0.6627	NPC200745
Remote Similarity	0.6625	NPC269586
Remote Similarity	0.6625	NPC198841
Remote Similarity	0.6607	NPC246904
Remote Similarity	0.6606	NPC158854
Remote Similarity	0.6598	NPC473031
Remote Similarity	0.6596	NPC14326
Remote Similarity	0.6585	NPC147062
Remote Similarity	0.6566	NPC172128
Remote Similarity	0.6559	NPC475573
Remote Similarity	0.6559	NPC475289
Remote Similarity	0.6552	NPC297358
Remote Similarity	0.6549	NPC473573
Remote Similarity	0.6548	NPC50266
Remote Similarity	0.6531	NPC12429
Remote Similarity	0.6522	NPC264580
Remote Similarity	0.6505	NPC472258
Remote Similarity	0.6505	NPC311242
Remote Similarity	0.65	NPC149436
Remote Similarity	0.65	NPC277704
Remote Similarity	0.6476	NPC316797
Remote Similarity	0.6471	NPC108339
Remote Similarity	0.6471	NPC256452
Remote Similarity	0.6471	NPC264470
Remote Similarity	0.6465	NPC470877
Remote Similarity	0.6463	NPC8235
Remote Similarity	0.6463	NPC64270
Remote Similarity	0.6413	NPC9796
Remote Similarity	0.6408	NPC471319
Remote Similarity	0.6408	NPC471320
Remote Similarity	0.64	NPC159178
Remote Similarity	0.64	NPC141139
Remote Similarity	0.64	NPC121872
Remote Similarity	0.64	NPC471307
Remote Similarity	0.64	NPC78041
Remote Similarity	0.64	NPC209764
Remote Similarity	0.64	NPC74936
Remote Similarity	0.6395	NPC36440
Remote Similarity	0.6392	NPC3210
Remote Similarity	0.6386	NPC169110
Remote Similarity	0.6379	NPC320656
Remote Similarity	0.6373	NPC469330
Remote Similarity	0.6373	NPC474974
Remote Similarity	0.6316	NPC242628
Remote Similarity	0.63	NPC298115
Remote Similarity	0.63	NPC176858
Remote Similarity	0.629	NPC259665
Remote Similarity	0.629	NPC126859
Remote Similarity	0.629	NPC89769
Remote Similarity	0.6289	NPC95429
Remote Similarity	0.6286	NPC322598
Remote Similarity	0.6277	NPC272260
Remote Similarity	0.6275	NPC108800
Remote Similarity	0.6273	NPC79618
Remote Similarity	0.6273	NPC434
Remote Similarity	0.6263	NPC471638
Remote Similarity	0.626	NPC8305
Remote Similarity	0.626	NPC66177
Remote Similarity	0.626	NPC268763
Remote Similarity	0.6239	NPC474559
Remote Similarity	0.6238	NPC191444
Remote Similarity	0.623	NPC252794
Remote Similarity	0.6228	NPC187036
Remote Similarity	0.6218	NPC316896
Remote Similarity	0.6214	NPC7067
Remote Similarity	0.6214	NPC71140
Remote Similarity	0.6214	NPC471309
Remote Similarity	0.6211	NPC164449
Remote Similarity	0.6211	NPC184030
Remote Similarity	0.6198	NPC307020
Remote Similarity	0.6198	NPC285394
Remote Similarity	0.6182	NPC473498
Remote Similarity	0.618	NPC5324
Remote Similarity	0.6176	NPC245259
Remote Similarity	0.6176	NPC125226
Remote Similarity	0.6176	NPC220596
Remote Similarity	0.6168	NPC228400
Remote Similarity	0.6168	NPC469457
Remote Similarity	0.6168	NPC214200
Remote Similarity	0.6154	NPC58674
Remote Similarity	0.6154	NPC303045
Remote Similarity	0.6154	NPC161972
Remote Similarity	0.6154	NPC192209
Remote Similarity	0.6154	NPC212463
Remote Similarity	0.6154	NPC313449
Remote Similarity	0.6142	NPC313352
Remote Similarity	0.6129	NPC40488
Remote Similarity	0.6122	NPC267704
Remote Similarity	0.6105	NPC151405
Remote Similarity	0.6105	NPC139901
Remote Similarity	0.6102	NPC220698
Remote Similarity	0.61	NPC53492
Remote Similarity	0.6095	NPC25565
Remote Similarity	0.6082	NPC121478
Remote Similarity	0.6082	NPC73637
Remote Similarity	0.608	NPC124802
Remote Similarity	0.6078	NPC316108

Drug Structure

NPD4409 OpenBabel08211705262D 22 25 0 0 0 0 0 0 0 0999 V2000 0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8121 -1.0234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8121 -1.0234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5896 -0.0485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5896 -0.0485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0791 -1.7036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0791 -1.7036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 0.2463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6340 0.2463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.1906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.1906 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 -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 1.1235 -1.4088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1235 -1.4088 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 0.9010 -0.4339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9010 -0.4339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 4 2 0 0 0 0 2 6 1 0 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 16 2 0 0 0 0 7 17 2 0 0 0 0 8 19 2 0 0 0 0 9 20 2 0 0 0 0 10 11 2 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 13 18 1 0 0 0 0 14 22 1 0 0 0 0 15 22 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 18 21 2 0 0 0 0 19 21 1 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000103
DrugBank	DB00434
ChEMBL	CHEMBL516
IUPHAR/BPS	277
PharmaGKB	PA164749366
KEGG Drug
PubChem CID	2913
ChEBI	4046
CAS Number	129-03-3

Drug Properties

Molecular Weight	287.17
ALogP	1.1943
MLogP	3.66
XLogP	7.962
HDA	1
HBD	0
Rotatable Bonds	1
TPSA	3.24
RO5 Violation	1