NPASS drugs

Drug Information

Drug ID:	NPD1715
Drug Name:	Raclopride C 11
Molecular Formula:	C15H20Cl2N2O3
Canonical SMILES:	CCN1CCC[C@H]1CN=C(c1c(O)c(Cl)cc(c1O[11CH3])Cl)O
Standard InCHI:	InChI=1S/C15H20Cl2N2O3/c1-3-19-6-4-5-9(19)8-18-15(21)12-13(20)10(16)7-11(17)14(12)22-2/h7,9,20H,3-6,8H2,1-2H3,(H,18,21)/t9-/m0/s1/i2-1
Standard InCHIKey:	WAOQONBSWFLFPE-TXWZUYSVSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1715

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	186
0.1-0.2	1646
0.2-0.3	9770
0.3-0.4	4178
0.4-0.5	8953
0.5-0.6	5996
0.6-0.7	158
0.7-0.8	3
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	0.7644	NPC474498
Intermediate Similarity	0.7308	NPC322424
Intermediate Similarity	0.7268	NPC475702
Remote Similarity	0.6836	NPC49315
Remote Similarity	0.6807	NPC200207
Remote Similarity	0.6772	NPC246991
Remote Similarity	0.6761	NPC208280
Remote Similarity	0.6748	NPC475423
Remote Similarity	0.6667	NPC86678
Remote Similarity	0.6646	NPC139335
Remote Similarity	0.6629	NPC269383
Remote Similarity	0.6629	NPC151030
Remote Similarity	0.6582	NPC8058
Remote Similarity	0.6561	NPC235370
Remote Similarity	0.6558	NPC67791
Remote Similarity	0.6467	NPC271958
Remote Similarity	0.6467	NPC263507
Remote Similarity	0.6467	NPC45112
Remote Similarity	0.6467	NPC134413
Remote Similarity	0.6429	NPC5932
Remote Similarity	0.6415	NPC29477
Remote Similarity	0.6407	NPC477837
Remote Similarity	0.6407	NPC477838
Remote Similarity	0.6402	NPC295287
Remote Similarity	0.6387	NPC43275
Remote Similarity	0.638	NPC193334
Remote Similarity	0.6352	NPC95733
Remote Similarity	0.6352	NPC62101
Remote Similarity	0.6347	NPC296898
Remote Similarity	0.634	NPC185541
Remote Similarity	0.634	NPC464
Remote Similarity	0.6335	NPC470728
Remote Similarity	0.6333	NPC43411
Remote Similarity	0.6333	NPC168657
Remote Similarity	0.6299	NPC54507
Remote Similarity	0.6299	NPC229147
Remote Similarity	0.6299	NPC85292
Remote Similarity	0.6299	NPC150624
Remote Similarity	0.6292	NPC195766
Remote Similarity	0.6292	NPC206736
Remote Similarity	0.6289	NPC211218
Remote Similarity	0.6284	NPC164576
Remote Similarity	0.627	NPC228040
Remote Similarity	0.6258	NPC33270
Remote Similarity	0.6258	NPC69261
Remote Similarity	0.625	NPC33402
Remote Similarity	0.625	NPC227778
Remote Similarity	0.6234	NPC808
Remote Similarity	0.6218	NPC131118
Remote Similarity	0.62	NPC187958
Remote Similarity	0.6196	NPC68850
Remote Similarity	0.6196	NPC474881
Remote Similarity	0.6194	NPC203113
Remote Similarity	0.6193	NPC127402
Remote Similarity	0.619	NPC45072
Remote Similarity	0.619	NPC193528
Remote Similarity	0.6184	NPC166837
Remote Similarity	0.6183	NPC148480
Remote Similarity	0.6182	NPC274732
Remote Similarity	0.6178	NPC232872
Remote Similarity	0.6178	NPC184302
Remote Similarity	0.6169	NPC22610
Remote Similarity	0.6169	NPC276737
Remote Similarity	0.6158	NPC28160
Remote Similarity	0.6154	NPC50521
Remote Similarity	0.6154	NPC221549
Remote Similarity	0.6154	NPC238430
Remote Similarity	0.6154	NPC244816
Remote Similarity	0.615	NPC107283
Remote Similarity	0.6145	NPC56379
Remote Similarity	0.6139	NPC53596
Remote Similarity	0.6139	NPC471308
Remote Similarity	0.6139	NPC160120
Remote Similarity	0.6139	NPC17388
Remote Similarity	0.6139	NPC289330
Remote Similarity	0.6133	NPC205255
Remote Similarity	0.6133	NPC235143
Remote Similarity	0.6133	NPC230956
Remote Similarity	0.6133	NPC119649
Remote Similarity	0.6133	NPC271388
Remote Similarity	0.6132	NPC166655
Remote Similarity	0.6129	NPC53906
Remote Similarity	0.6118	NPC94045
Remote Similarity	0.6118	NPC212850
Remote Similarity	0.6118	NPC83289
Remote Similarity	0.6118	NPC189724
Remote Similarity	0.6115	NPC190514
Remote Similarity	0.6114	NPC51047
Remote Similarity	0.6105	NPC182475
Remote Similarity	0.6101	NPC102639
Remote Similarity	0.6099	NPC79402
Remote Similarity	0.6099	NPC80759
Remote Similarity	0.609	NPC141090
Remote Similarity	0.609	NPC114064
Remote Similarity	0.6089	NPC107602
Remote Similarity	0.6085	NPC470422
Remote Similarity	0.6084	NPC320819
Remote Similarity	0.6084	NPC471953
Remote Similarity	0.6077	NPC329837
Remote Similarity	0.6077	NPC221864
Remote Similarity	0.6076	NPC85895
Remote Similarity	0.6076	NPC137294
Remote Similarity	0.6065	NPC180508
Remote Similarity	0.6065	NPC228287
Remote Similarity	0.6062	NPC75713
Remote Similarity	0.6062	NPC476633
Remote Similarity	0.6062	NPC212965
Remote Similarity	0.6061	NPC262641
Remote Similarity	0.6059	NPC194699
Remote Similarity	0.6059	NPC219350
Remote Similarity	0.6051	NPC15860
Remote Similarity	0.6051	NPC474499
Remote Similarity	0.6051	NPC470759
Remote Similarity	0.6051	NPC219070
Remote Similarity	0.6051	NPC127894
Remote Similarity	0.6051	NPC474933
Remote Similarity	0.6048	NPC76453
Remote Similarity	0.6045	NPC276665
Remote Similarity	0.6045	NPC265473
Remote Similarity	0.6044	NPC472923
Remote Similarity	0.6044	NPC66678
Remote Similarity	0.6044	NPC202839
Remote Similarity	0.6043	NPC472032
Remote Similarity	0.6039	NPC280606
Remote Similarity	0.6038	NPC321133
Remote Similarity	0.6038	NPC41801
Remote Similarity	0.6038	NPC263835
Remote Similarity	0.6037	NPC153990
Remote Similarity	0.6037	NPC291847
Remote Similarity	0.6034	NPC475557
Remote Similarity	0.6034	NPC9373
Remote Similarity	0.6034	NPC313414
Remote Similarity	0.6033	NPC24465
Remote Similarity	0.6031	NPC223384
Remote Similarity	0.6026	NPC303370
Remote Similarity	0.6026	NPC167934
Remote Similarity	0.6025	NPC57199
Remote Similarity	0.6025	NPC120638
Remote Similarity	0.6025	NPC471315
Remote Similarity	0.6025	NPC471314
Remote Similarity	0.6025	NPC474864
Remote Similarity	0.6025	NPC36016
Remote Similarity	0.6025	NPC100099
Remote Similarity	0.6025	NPC77789
Remote Similarity	0.6025	NPC18128
Remote Similarity	0.6024	NPC48909
Remote Similarity	0.6022	NPC182257
Remote Similarity	0.6013	NPC74821
Remote Similarity	0.6012	NPC2363
Remote Similarity	0.6011	NPC256689
Remote Similarity	0.6011	NPC474051
Remote Similarity	0.6011	NPC254700
Remote Similarity	0.6011	NPC474560
Remote Similarity	0.6011	NPC123011
Remote Similarity	0.6	NPC13916
Remote Similarity	0.6	NPC218753
Remote Similarity	0.6	NPC264850
Remote Similarity	0.6	NPC245974
Remote Similarity	0.6	NPC469977
Remote Similarity	0.6	NPC254610
Remote Similarity	0.6	NPC83279
Remote Similarity	0.599	NPC471563
Remote Similarity	0.599	NPC264938
Remote Similarity	0.5989	NPC22014
Remote Similarity	0.5988	NPC247018
Remote Similarity	0.5988	NPC76465
Remote Similarity	0.5988	NPC97870
Remote Similarity	0.5988	NPC38761
Remote Similarity	0.5988	NPC307123
Remote Similarity	0.5988	NPC95168
Remote Similarity	0.5988	NPC326241
Remote Similarity	0.5988	NPC474160
Remote Similarity	0.5987	NPC258992
Remote Similarity	0.5977	NPC128237
Remote Similarity	0.5977	NPC83790
Remote Similarity	0.5977	NPC247298
Remote Similarity	0.5976	NPC322366
Remote Similarity	0.5976	NPC218323
Remote Similarity	0.5975	NPC295259
Remote Similarity	0.5974	NPC296920
Remote Similarity	0.5974	NPC90520
Remote Similarity	0.5974	NPC255068
Remote Similarity	0.5969	NPC477568
Remote Similarity	0.5969	NPC41122
Remote Similarity	0.5969	NPC318805
Remote Similarity	0.5966	NPC324081
Remote Similarity	0.5965	NPC476989
Remote Similarity	0.5965	NPC299583
Remote Similarity	0.5964	NPC470706
Remote Similarity	0.5963	NPC54972
Remote Similarity	0.5963	NPC285289
Remote Similarity	0.5963	NPC42644
Remote Similarity	0.5962	NPC118202
Remote Similarity	0.5951	NPC86502
Remote Similarity	0.5951	NPC197351
Remote Similarity	0.5951	NPC270030
Remote Similarity	0.5951	NPC106914
Remote Similarity	0.5951	NPC183446
Remote Similarity	0.5951	NPC134195
Remote Similarity	0.5951	NPC105513

Drug Structure

NPD1715 OpenBabel08211701082D 24 25 0 0 1 0 0 0 0 0999 V2000 -4.6706 -4.1939 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 -3.7195 -3.8849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 -1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -2.1636 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 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 1 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 0.5000 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 0.8660 -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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 -2.9067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 22 1 0 0 0 0 3 19 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 19 1 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 18 1 0 0 0 0 9 8 1 1 0 0 0 9 19 1 0 0 0 0 10 13 1 0 0 0 0 10 16 1 0 0 0 0 11 14 2 0 0 0 0 11 17 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 13 20 1 0 0 0 0 14 22 1 0 0 0 0 15 18 2 3 0 0 0 15 21 1 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 M ISO 1 2 11 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	346.09
ALogP	0.4334
MLogP	2.34
XLogP	2.274
HDA	3
HBD	2
Rotatable Bonds	11
TPSA	65.29
RO5 Violation	0