NPASS drugs

Drug Information

Drug ID:	NPD2001
Drug Name:	NPS-1392
Molecular Formula:	C16H17F2N
Canonical SMILES:	NC[C@@H](C(c1cccc(c1)F)c1cccc(c1)F)C
Standard InCHI:	InChI=1S/C16H17F2N/c1-11(10-19)16(12-4-2-6-14(17)8-12)13-5-3-7-15(18)9-13/h2-9,11,16H,10,19H2,1H3/t11-/m0/s1
Standard InCHIKey:	WEEQOTXCUZRCLD-NSHDSACASA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2001

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	255
0.1-0.2	1883
0.2-0.3	7840
0.3-0.4	13983
0.4-0.5	5783
0.5-0.6	906
0.6-0.7	181
0.7-0.8	50
0.8-0.85	9
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	0.825	NPC276699
Intermediate Similarity	0.8235	NPC133162
Intermediate Similarity	0.8205	NPC229235
Intermediate Similarity	0.8161	NPC60408
Intermediate Similarity	0.8125	NPC122327
Intermediate Similarity	0.8125	NPC112609
Intermediate Similarity	0.8125	NPC113000
Intermediate Similarity	0.8118	NPC119677
Intermediate Similarity	0.8049	NPC290638
Intermediate Similarity	0.7927	NPC139658
Intermediate Similarity	0.7831	NPC325662
Intermediate Similarity	0.7831	NPC98269
Intermediate Similarity	0.7816	NPC169016
Intermediate Similarity	0.7553	NPC329430
Intermediate Similarity	0.7532	NPC22786
Intermediate Similarity	0.7531	NPC219246
Intermediate Similarity	0.7436	NPC113670
Intermediate Similarity	0.7403	NPC135924
Intermediate Similarity	0.7403	NPC246588
Intermediate Similarity	0.7403	NPC210849
Intermediate Similarity	0.7375	NPC267443
Intermediate Similarity	0.7349	NPC54269
Intermediate Similarity	0.7342	NPC32312
Intermediate Similarity	0.7342	NPC155172
Intermediate Similarity	0.7342	NPC198023
Intermediate Similarity	0.7326	NPC12857
Intermediate Similarity	0.7273	NPC231986
Intermediate Similarity	0.7253	NPC258046
Intermediate Similarity	0.7234	NPC470926
Intermediate Similarity	0.7215	NPC45756
Intermediate Similarity	0.7215	NPC88566
Intermediate Similarity	0.7195	NPC213570
Intermediate Similarity	0.7195	NPC246822
Intermediate Similarity	0.7195	NPC139416
Intermediate Similarity	0.7143	NPC244738
Intermediate Similarity	0.7143	NPC36357
Intermediate Similarity	0.7143	NPC114327
Intermediate Similarity	0.7125	NPC291066
Intermediate Similarity	0.7093	NPC271642
Intermediate Similarity	0.7089	NPC71009
Intermediate Similarity	0.7089	NPC29680
Intermediate Similarity	0.7065	NPC203076
Intermediate Similarity	0.7045	NPC159661
Intermediate Similarity	0.7037	NPC178527
Intermediate Similarity	0.7024	NPC280135
Intermediate Similarity	0.7024	NPC158028
Intermediate Similarity	0.7024	NPC1008
Intermediate Similarity	0.7024	NPC87099
Intermediate Similarity	0.7024	NPC135433
Intermediate Similarity	0.7024	NPC226999
Intermediate Similarity	0.7024	NPC39799
Intermediate Similarity	0.7024	NPC193578
Intermediate Similarity	0.7021	NPC176858
Intermediate Similarity	0.7013	NPC65873
Intermediate Similarity	0.7013	NPC120441
Intermediate Similarity	0.7013	NPC300345
Intermediate Similarity	0.7013	NPC212114
Intermediate Similarity	0.7011	NPC3190
Intermediate Similarity	0.7011	NPC249018
Remote Similarity	0.6988	NPC473206
Remote Similarity	0.6977	NPC98976
Remote Similarity	0.6962	NPC310758
Remote Similarity	0.6962	NPC54368
Remote Similarity	0.6962	NPC238023
Remote Similarity	0.6962	NPC248705
Remote Similarity	0.6962	NPC150196
Remote Similarity	0.6947	NPC191444
Remote Similarity	0.6923	NPC104070
Remote Similarity	0.6905	NPC251490
Remote Similarity	0.6905	NPC263385
Remote Similarity	0.6905	NPC72670
Remote Similarity	0.6883	NPC198841
Remote Similarity	0.6883	NPC269586
Remote Similarity	0.6875	NPC200745
Remote Similarity	0.6835	NPC147062
Remote Similarity	0.6813	NPC14326
Remote Similarity	0.679	NPC50266
Remote Similarity	0.6786	NPC297358
Remote Similarity	0.6786	NPC200936
Remote Similarity	0.6782	NPC307195
Remote Similarity	0.6778	NPC315216
Remote Similarity	0.6753	NPC277704
Remote Similarity	0.6753	NPC149436
Remote Similarity	0.6747	NPC6107
Remote Similarity	0.6744	NPC1901
Remote Similarity	0.6737	NPC30445
Remote Similarity	0.6735	NPC471309
Remote Similarity	0.6709	NPC8235
Remote Similarity	0.6709	NPC64270
Remote Similarity	0.6705	NPC110264
Remote Similarity	0.6667	NPC108339
Remote Similarity	0.6667	NPC96835
Remote Similarity	0.6667	NPC258492
Remote Similarity	0.6667	NPC474582
Remote Similarity	0.6667	NPC66517
Remote Similarity	0.6667	NPC299134
Remote Similarity	0.6667	NPC22760
Remote Similarity	0.6633	NPC108800
Remote Similarity	0.6632	NPC473031
Remote Similarity	0.6629	NPC9796
Remote Similarity	0.6627	NPC289915
Remote Similarity	0.6627	NPC113837
Remote Similarity	0.6627	NPC36440
Remote Similarity	0.6625	NPC169110
Remote Similarity	0.6602	NPC239854
Remote Similarity	0.66	NPC471320
Remote Similarity	0.66	NPC471319
Remote Similarity	0.6598	NPC172128
Remote Similarity	0.6585	NPC21211
Remote Similarity	0.6566	NPC246757
Remote Similarity	0.6566	NPC291070
Remote Similarity	0.6566	NPC469330
Remote Similarity	0.6562	NPC12429
Remote Similarity	0.6559	NPC474088
Remote Similarity	0.6556	NPC66270
Remote Similarity	0.6556	NPC245896
Remote Similarity	0.6556	NPC255345
Remote Similarity	0.6506	NPC264470
Remote Similarity	0.6495	NPC470877
Remote Similarity	0.6489	NPC95429
Remote Similarity	0.6484	NPC272260
Remote Similarity	0.6429	NPC74936
Remote Similarity	0.6429	NPC209764
Remote Similarity	0.6429	NPC141139
Remote Similarity	0.6429	NPC159178
Remote Similarity	0.6429	NPC78041
Remote Similarity	0.6429	NPC471307
Remote Similarity	0.6429	NPC121872
Remote Similarity	0.6421	NPC3210
Remote Similarity	0.6415	NPC474695
Remote Similarity	0.6413	NPC50063
Remote Similarity	0.6413	NPC184030
Remote Similarity	0.6413	NPC164449
Remote Similarity	0.6404	NPC320656
Remote Similarity	0.64	NPC7067
Remote Similarity	0.64	NPC322040
Remote Similarity	0.6395	NPC5324
Remote Similarity	0.6392	NPC111233
Remote Similarity	0.6374	NPC103488
Remote Similarity	0.6373	NPC311242
Remote Similarity	0.6364	NPC212463
Remote Similarity	0.6346	NPC469457
Remote Similarity	0.6337	NPC303045
Remote Similarity	0.6337	NPC20142
Remote Similarity	0.6337	NPC215351
Remote Similarity	0.6337	NPC161972
Remote Similarity	0.6321	NPC275467
Remote Similarity	0.6311	NPC226096
Remote Similarity	0.6311	NPC290515
Remote Similarity	0.6311	NPC303611
Remote Similarity	0.6311	NPC164514
Remote Similarity	0.6311	NPC108606
Remote Similarity	0.6304	NPC139901
Remote Similarity	0.6304	NPC151405
Remote Similarity	0.6289	NPC17497
Remote Similarity	0.6289	NPC305602
Remote Similarity	0.6289	NPC471638
Remote Similarity	0.6277	NPC121478
Remote Similarity	0.6277	NPC73637
Remote Similarity	0.6275	NPC25565
Remote Similarity	0.6273	NPC319579
Remote Similarity	0.6264	NPC298023
Remote Similarity	0.6264	NPC179726
Remote Similarity	0.6262	NPC167336
Remote Similarity	0.625	NPC125144
Remote Similarity	0.625	NPC121708
Remote Similarity	0.625	NPC475710
Remote Similarity	0.6237	NPC192623
Remote Similarity	0.6237	NPC475573
Remote Similarity	0.6237	NPC17408
Remote Similarity	0.6237	NPC475289
Remote Similarity	0.6237	NPC285716
Remote Similarity	0.6237	NPC477703
Remote Similarity	0.6237	NPC157055
Remote Similarity	0.6214	NPC473501
Remote Similarity	0.6214	NPC122493
Remote Similarity	0.6214	NPC475439
Remote Similarity	0.6214	NPC472788
Remote Similarity	0.6214	NPC10781
Remote Similarity	0.6214	NPC293628
Remote Similarity	0.6214	NPC324569
Remote Similarity	0.6211	NPC477770
Remote Similarity	0.6204	NPC473498
Remote Similarity	0.6204	NPC327481
Remote Similarity	0.62	NPC245259
Remote Similarity	0.6196	NPC224544
Remote Similarity	0.619	NPC316797
Remote Similarity	0.6176	NPC58674
Remote Similarity	0.617	NPC242628
Remote Similarity	0.6163	NPC52330
Remote Similarity	0.6162	NPC298115
Remote Similarity	0.6154	NPC35599
Remote Similarity	0.6145	NPC45255
Remote Similarity	0.6139	NPC473661
Remote Similarity	0.6136	NPC95289
Remote Similarity	0.6132	NPC327226
Remote Similarity	0.6132	NPC291610
Remote Similarity	0.6122	NPC69057
Remote Similarity	0.6122	NPC262295
Remote Similarity	0.6111	NPC473418

Drug Structure

NPD2001 OpenBabel08211701392D 21 22 0 0 1 0 0 0 0 0999 V2000 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 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 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 5.1962 1.0000 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 3.4641 1.0000 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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 1 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 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 0.0000 0.0000 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 4.3301 2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 F 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 2.5981 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 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 12 1 0 0 0 0 5 13 1 0 0 0 0 6 14 2 0 0 0 0 7 15 2 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 13 2 0 0 0 0 9 15 1 0 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 11 1 1 6 0 0 0 11 16 1 0 0 0 0 12 16 1 0 0 0 0 13 16 1 0 0 0 0 14 17 1 0 0 0 0 15 18 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009504
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	261.13
ALogP	0.353
MLogP	2.89
XLogP	5.211
HDA	1
HBD	1
Rotatable Bonds	8
TPSA	26.02
RO5 Violation	1