NPASS drugs

Drug Information

Drug ID:	NPD1761
Drug Name:	Milnacipran Hydrochloride
Molecular Formula:	C15H22N2O.2ClH
Canonical SMILES:	NCC1CC1(c1ccccc1)C(=O)N(CC)CC.Cl.Cl
Standard InCHI:	InChI=1S/C15H22N2O.2ClH/c1-3-17(4-2)14(18)15(10-13(15)11-16)12-8-6-5-7-9-12;;/h5-9,13H,3-4,10-11,16H2,1-2H3;2*1H
Standard InCHIKey:	NDTLPFYJBQPJOD-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1761

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	108
0.1-0.2	1115
0.2-0.3	5151
0.3-0.4	15834
0.4-0.5	7103
0.5-0.6	1322
0.6-0.7	239
0.7-0.8	18
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
Intermediate Similarity	0.7692	NPC71140
Intermediate Similarity	0.7477	NPC473418
Intermediate Similarity	0.7453	NPC256452
Intermediate Similarity	0.7436	NPC473573
Intermediate Similarity	0.7381	NPC126458
Intermediate Similarity	0.7264	NPC473661
Intermediate Similarity	0.7257	NPC45033
Intermediate Similarity	0.7232	NPC275467
Intermediate Similarity	0.7217	NPC158854
Intermediate Similarity	0.7196	NPC246757
Intermediate Similarity	0.7196	NPC291070
Intermediate Similarity	0.7193	NPC55529
Intermediate Similarity	0.712	NPC79698
Intermediate Similarity	0.7115	NPC305602
Intermediate Similarity	0.7115	NPC17497
Intermediate Similarity	0.7105	NPC473498
Intermediate Similarity	0.7059	NPC474088
Intermediate Similarity	0.7041	NPC139658
Remote Similarity	0.6992	NPC27833
Remote Similarity	0.6975	NPC35850
Remote Similarity	0.6975	NPC276949
Remote Similarity	0.6937	NPC322598
Remote Similarity	0.6935	NPC71684
Remote Similarity	0.6923	NPC473962
Remote Similarity	0.6917	NPC33742
Remote Similarity	0.6905	NPC222466
Remote Similarity	0.687	NPC67043
Remote Similarity	0.687	NPC167336
Remote Similarity	0.685	NPC101719
Remote Similarity	0.6847	NPC472258
Remote Similarity	0.6796	NPC230068
Remote Similarity	0.6777	NPC246904
Remote Similarity	0.6777	NPC113099
Remote Similarity	0.6768	NPC276699
Remote Similarity	0.6733	NPC103488
Remote Similarity	0.6727	NPC474974
Remote Similarity	0.672	NPC200964
Remote Similarity	0.6701	NPC229235
Remote Similarity	0.6696	NPC293628
Remote Similarity	0.6696	NPC122493
Remote Similarity	0.6696	NPC10781
Remote Similarity	0.6694	NPC220698
Remote Similarity	0.6667	NPC315276
Remote Similarity	0.6667	NPC327481
Remote Similarity	0.6667	NPC14672
Remote Similarity	0.6667	NPC119326
Remote Similarity	0.6667	NPC113000
Remote Similarity	0.6667	NPC112609
Remote Similarity	0.6667	NPC285926
Remote Similarity	0.6667	NPC122327
Remote Similarity	0.6667	NPC169016
Remote Similarity	0.6634	NPC298023
Remote Similarity	0.6634	NPC290638
Remote Similarity	0.6613	NPC470545
Remote Similarity	0.6612	NPC474584
Remote Similarity	0.6609	NPC329375
Remote Similarity	0.6602	NPC285716
Remote Similarity	0.6602	NPC157055
Remote Similarity	0.6602	NPC17408
Remote Similarity	0.6583	NPC313981
Remote Similarity	0.6581	NPC476198
Remote Similarity	0.6569	NPC12857
Remote Similarity	0.6566	NPC285679
Remote Similarity	0.656	NPC470546
Remote Similarity	0.6552	NPC164859
Remote Similarity	0.6549	NPC324569
Remote Similarity	0.6542	NPC258046
Remote Similarity	0.6538	NPC322433
Remote Similarity	0.6538	NPC231986
Remote Similarity	0.6535	NPC271642
Remote Similarity	0.6532	NPC470544
Remote Similarity	0.6509	NPC133162
Remote Similarity	0.6481	NPC60408
Remote Similarity	0.6471	NPC98269
Remote Similarity	0.6471	NPC325662
Remote Similarity	0.6471	NPC471123
Remote Similarity	0.6465	NPC74458
Remote Similarity	0.6457	NPC302169
Remote Similarity	0.6446	NPC319579
Remote Similarity	0.6444	NPC162417
Remote Similarity	0.6444	NPC316104
Remote Similarity	0.6442	NPC190567
Remote Similarity	0.6441	NPC143516
Remote Similarity	0.6439	NPC473322
Remote Similarity	0.6439	NPC111428
Remote Similarity	0.6436	NPC98976
Remote Similarity	0.6423	NPC132636
Remote Similarity	0.6423	NPC316906
Remote Similarity	0.6415	NPC104070
Remote Similarity	0.6415	NPC119677
Remote Similarity	0.64	NPC239357
Remote Similarity	0.6393	NPC329011
Remote Similarity	0.6387	NPC130898
Remote Similarity	0.6387	NPC471447
Remote Similarity	0.6387	NPC474804
Remote Similarity	0.6387	NPC474973
Remote Similarity	0.6385	NPC22746
Remote Similarity	0.6372	NPC329430
Remote Similarity	0.6364	NPC298115
Remote Similarity	0.6364	NPC239990
Remote Similarity	0.6364	NPC152850
Remote Similarity	0.6364	NPC89923
Remote Similarity	0.6364	NPC105114
Remote Similarity	0.6364	NPC71933
Remote Similarity	0.6338	NPC313850
Remote Similarity	0.6337	NPC208075
Remote Similarity	0.6336	NPC474926
Remote Similarity	0.633	NPC53492
Remote Similarity	0.632	NPC197470
Remote Similarity	0.6316	NPC471320
Remote Similarity	0.6316	NPC471319
Remote Similarity	0.6311	NPC9796
Remote Similarity	0.6308	NPC474082
Remote Similarity	0.6308	NPC6975
Remote Similarity	0.6308	NPC175726
Remote Similarity	0.6306	NPC58872
Remote Similarity	0.6296	NPC252067
Remote Similarity	0.6293	NPC12730
Remote Similarity	0.6288	NPC136453
Remote Similarity	0.6286	NPC477703
Remote Similarity	0.6286	NPC475289
Remote Similarity	0.6286	NPC161069
Remote Similarity	0.6286	NPC475573
Remote Similarity	0.6286	NPC95868
Remote Similarity	0.6283	NPC469330
Remote Similarity	0.6277	NPC474811
Remote Similarity	0.6277	NPC260045
Remote Similarity	0.6277	NPC474855
Remote Similarity	0.6277	NPC151706
Remote Similarity	0.6277	NPC475318
Remote Similarity	0.6277	NPC9687
Remote Similarity	0.6277	NPC79465
Remote Similarity	0.6277	NPC49577
Remote Similarity	0.6277	NPC293377
Remote Similarity	0.6277	NPC474787
Remote Similarity	0.6277	NPC476102
Remote Similarity	0.6277	NPC90194
Remote Similarity	0.6277	NPC118099
Remote Similarity	0.6277	NPC76785
Remote Similarity	0.6277	NPC475598
Remote Similarity	0.6277	NPC273907
Remote Similarity	0.6271	NPC471317
Remote Similarity	0.6269	NPC179224
Remote Similarity	0.6269	NPC200589
Remote Similarity	0.6267	NPC309531
Remote Similarity	0.6267	NPC472102
Remote Similarity	0.6259	NPC469560
Remote Similarity	0.625	NPC2785
Remote Similarity	0.625	NPC76455
Remote Similarity	0.625	NPC125226
Remote Similarity	0.625	NPC285470
Remote Similarity	0.625	NPC36342
Remote Similarity	0.625	NPC137847
Remote Similarity	0.625	NPC470926
Remote Similarity	0.625	NPC226143
Remote Similarity	0.6242	NPC222029
Remote Similarity	0.6239	NPC474582
Remote Similarity	0.6238	NPC271437
Remote Similarity	0.6231	NPC84281
Remote Similarity	0.6231	NPC291027
Remote Similarity	0.6231	NPC169485
Remote Similarity	0.6231	NPC213126
Remote Similarity	0.6231	NPC317474
Remote Similarity	0.6226	NPC145053
Remote Similarity	0.6222	NPC157311
Remote Similarity	0.6222	NPC255447
Remote Similarity	0.6214	NPC315051
Remote Similarity	0.6214	NPC150712
Remote Similarity	0.6209	NPC214960
Remote Similarity	0.6209	NPC279527
Remote Similarity	0.62	NPC219246
Remote Similarity	0.6195	NPC323420
Remote Similarity	0.6195	NPC59677
Remote Similarity	0.6194	NPC469666
Remote Similarity	0.6194	NPC213969
Remote Similarity	0.6194	NPC165726
Remote Similarity	0.619	NPC272260
Remote Similarity	0.619	NPC300205
Remote Similarity	0.6182	NPC322387
Remote Similarity	0.6176	NPC44805
Remote Similarity	0.6176	NPC8761
Remote Similarity	0.6174	NPC185208
Remote Similarity	0.6174	NPC219573
Remote Similarity	0.6167	NPC474695
Remote Similarity	0.6165	NPC477937
Remote Similarity	0.6164	NPC473329
Remote Similarity	0.6161	NPC274455
Remote Similarity	0.6161	NPC70940
Remote Similarity	0.6161	NPC86670
Remote Similarity	0.6154	NPC329318
Remote Similarity	0.6154	NPC202521
Remote Similarity	0.6154	NPC245966
Remote Similarity	0.6148	NPC472245
Remote Similarity	0.6148	NPC473676
Remote Similarity	0.614	NPC7067
Remote Similarity	0.614	NPC322040
Remote Similarity	0.6132	NPC164086
Remote Similarity	0.6129	NPC181390
Remote Similarity	0.6127	NPC52748
Remote Similarity	0.6121	NPC239185

Drug Structure

NPD1761 OpenBabel08211701082D 22 21 0 0 1 0 0 0 0 0999 V2000 3.2358 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8891 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2358 -1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8891 -1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5424 -5.2727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7157 -5.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5424 -4.3182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8891 -5.2727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7157 -3.8409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4091 -3.8409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9318 -2.0597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8891 -4.3182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4091 -2.8864 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.0624 -2.8864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2358 -3.3636 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.9773 -2.0597 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0624 -1.9318 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8891 -3.3636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2966 -0.9541 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.5424 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.8864 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.2330 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 17 1 0 0 0 0 4 17 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 8 12 2 0 0 0 0 9 12 1 0 0 0 0 10 13 1 0 0 0 0 10 15 1 0 0 0 0 11 13 1 0 0 0 0 11 16 1 0 0 0 0 12 15 1 0 0 0 0 13 15 1 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 14 18 2 0 0 0 0 16 21 1 0 0 0 0 16 22 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	246.17
ALogP	-1.0224
MLogP	2.78
XLogP	3.11
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	46.33
RO5 Violation	0