NPASS drugs

Drug Information

Drug ID:	NPD4257
Drug Name:	Quinagolide
Molecular Formula:	C20H33N3O3S
Canonical SMILES:	CCCN1C[C@H](C[C@H]2[C@H]1Cc1cccc(c1C2)O)NS(=O)(=O)N(CC)CC
Standard InCHI:	InChI=1S/C20H33N3O3S/c1-4-10-22-14-17(21-27(25,26)23(5-2)6-3)11-16-12-18-15(13-19(16)22)8-7-9-20(18)24/h7-9,16-17,19,21,24H,4-6,10-14H2,1-3H3/t16-,17+,19-/m1/s1
Standard InCHIKey:	GDFGTRDCCWFXTG-ZIFCJYIRSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4257

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	170
0.1-0.2	1065
0.2-0.3	4005
0.3-0.4	8342
0.4-0.5	8232
0.5-0.6	7482
0.6-0.7	1445
0.7-0.8	141
0.8-0.85	8
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	0.8417	NPC149379
Intermediate Similarity	0.8394	NPC268763
Intermediate Similarity	0.8394	NPC66177
Intermediate Similarity	0.8394	NPC8305
Intermediate Similarity	0.8273	NPC126859
Intermediate Similarity	0.8273	NPC89769
Intermediate Similarity	0.8273	NPC259665
Intermediate Similarity	0.8201	NPC124802
Intermediate Similarity	0.7823	NPC170170
Intermediate Similarity	0.7823	NPC219233
Intermediate Similarity	0.7823	NPC211468
Intermediate Similarity	0.777	NPC323123
Intermediate Similarity	0.7595	NPC29647
Intermediate Similarity	0.7593	NPC81247
Intermediate Similarity	0.7593	NPC476573
Intermediate Similarity	0.7593	NPC35627
Intermediate Similarity	0.7547	NPC79328
Intermediate Similarity	0.7534	NPC33338
Intermediate Similarity	0.7534	NPC300020
Intermediate Similarity	0.7534	NPC302171
Intermediate Similarity	0.7483	NPC325568
Intermediate Similarity	0.7453	NPC166014
Intermediate Similarity	0.7453	NPC27410
Intermediate Similarity	0.7436	NPC60538
Intermediate Similarity	0.7436	NPC207824
Intermediate Similarity	0.7425	NPC329969
Intermediate Similarity	0.7375	NPC203784
Intermediate Similarity	0.7375	NPC126519
Intermediate Similarity	0.7375	NPC170503
Intermediate Similarity	0.7368	NPC470925
Intermediate Similarity	0.7365	NPC66341
Intermediate Similarity	0.7365	NPC477020
Intermediate Similarity	0.7365	NPC192135
Intermediate Similarity	0.7362	NPC1229
Intermediate Similarity	0.7358	NPC2295
Intermediate Similarity	0.7358	NPC477564
Intermediate Similarity	0.7349	NPC69712
Intermediate Similarity	0.7349	NPC477562
Intermediate Similarity	0.7349	NPC26240
Intermediate Similarity	0.7343	NPC307020
Intermediate Similarity	0.7342	NPC76213
Intermediate Similarity	0.7342	NPC277669
Intermediate Similarity	0.7317	NPC209377
Intermediate Similarity	0.7308	NPC476151
Intermediate Similarity	0.729	NPC185838
Intermediate Similarity	0.7273	NPC195392
Intermediate Similarity	0.7273	NPC56887
Intermediate Similarity	0.7273	NPC193853
Intermediate Similarity	0.7273	NPC223077
Intermediate Similarity	0.7256	NPC324144
Intermediate Similarity	0.7246	NPC152212
Intermediate Similarity	0.7233	NPC81733
Intermediate Similarity	0.7233	NPC326316
Intermediate Similarity	0.7229	NPC145832
Intermediate Similarity	0.7229	NPC306555
Intermediate Similarity	0.7229	NPC158376
Intermediate Similarity	0.7229	NPC205421
Intermediate Similarity	0.7229	NPC298979
Intermediate Similarity	0.7229	NPC117188
Intermediate Similarity	0.7229	NPC12053
Intermediate Similarity	0.7229	NPC474931
Intermediate Similarity	0.7229	NPC81218
Intermediate Similarity	0.7215	NPC477565
Intermediate Similarity	0.7215	NPC103379
Intermediate Similarity	0.7214	NPC137096
Intermediate Similarity	0.7212	NPC196447
Intermediate Similarity	0.7212	NPC4138
Intermediate Similarity	0.7212	NPC306843
Intermediate Similarity	0.7212	NPC96603
Intermediate Similarity	0.7212	NPC477563
Intermediate Similarity	0.7212	NPC284183
Intermediate Similarity	0.7212	NPC13504
Intermediate Similarity	0.7212	NPC78222
Intermediate Similarity	0.7212	NPC136508
Intermediate Similarity	0.7212	NPC121275
Intermediate Similarity	0.7212	NPC253043
Intermediate Similarity	0.7212	NPC212794
Intermediate Similarity	0.7197	NPC179825
Intermediate Similarity	0.7197	NPC68055
Intermediate Similarity	0.7197	NPC191376
Intermediate Similarity	0.7197	NPC321505
Intermediate Similarity	0.7193	NPC474507
Intermediate Similarity	0.7178	NPC221864
Intermediate Similarity	0.7176	NPC148709
Intermediate Similarity	0.7176	NPC173416
Intermediate Similarity	0.7176	NPC476577
Intermediate Similarity	0.7163	NPC85276
Intermediate Similarity	0.7152	NPC135538
Intermediate Similarity	0.7152	NPC147390
Intermediate Similarity	0.7152	NPC428
Intermediate Similarity	0.7152	NPC476571
Intermediate Similarity	0.7152	NPC246587
Intermediate Similarity	0.7152	NPC24233
Intermediate Similarity	0.7134	NPC205255
Intermediate Similarity	0.7134	NPC230956
Intermediate Similarity	0.7134	NPC235143
Intermediate Similarity	0.7134	NPC271388
Intermediate Similarity	0.7134	NPC119649
Intermediate Similarity	0.7118	NPC477558
Intermediate Similarity	0.7114	NPC257390
Intermediate Similarity	0.7113	NPC283760
Intermediate Similarity	0.7108	NPC3375
Intermediate Similarity	0.7108	NPC255607
Intermediate Similarity	0.7101	NPC62867
Intermediate Similarity	0.7101	NPC177962
Intermediate Similarity	0.7099	NPC276588
Intermediate Similarity	0.7099	NPC54379
Intermediate Similarity	0.7099	NPC5238
Intermediate Similarity	0.7099	NPC189266
Intermediate Similarity	0.7099	NPC127674
Intermediate Similarity	0.7099	NPC295691
Intermediate Similarity	0.7099	NPC2413
Intermediate Similarity	0.7099	NPC469817
Intermediate Similarity	0.7099	NPC278799
Intermediate Similarity	0.7099	NPC207757
Intermediate Similarity	0.7099	NPC184026
Intermediate Similarity	0.7099	NPC172765
Intermediate Similarity	0.7099	NPC249797
Intermediate Similarity	0.7099	NPC110416
Intermediate Similarity	0.7099	NPC39701
Intermediate Similarity	0.7099	NPC193949
Intermediate Similarity	0.7099	NPC204828
Intermediate Similarity	0.7091	NPC80759
Intermediate Similarity	0.7091	NPC79402
Intermediate Similarity	0.709	NPC117115
Intermediate Similarity	0.7069	NPC135772
Intermediate Similarity	0.7066	NPC124657
Intermediate Similarity	0.7066	NPC86144
Intermediate Similarity	0.7066	NPC304659
Intermediate Similarity	0.7063	NPC68967
Intermediate Similarity	0.7059	NPC11554
Intermediate Similarity	0.7052	NPC155442
Intermediate Similarity	0.7052	NPC477561
Intermediate Similarity	0.7052	NPC476574
Intermediate Similarity	0.7052	NPC312918
Intermediate Similarity	0.7052	NPC230276
Intermediate Similarity	0.7051	NPC297322
Intermediate Similarity	0.7041	NPC118274
Intermediate Similarity	0.7041	NPC109925
Intermediate Similarity	0.7041	NPC168753
Intermediate Similarity	0.7029	NPC95716
Intermediate Similarity	0.7029	NPC470770
Intermediate Similarity	0.7029	NPC77772
Intermediate Similarity	0.7029	NPC266937
Intermediate Similarity	0.7025	NPC476444
Intermediate Similarity	0.7012	NPC476572
Intermediate Similarity	0.7007	NPC318965
Intermediate Similarity	0.7006	NPC294249
Intermediate Similarity	0.7	NPC239775
Remote Similarity	0.6994	NPC187022
Remote Similarity	0.6994	NPC40496
Remote Similarity	0.6994	NPC80129
Remote Similarity	0.6994	NPC99659
Remote Similarity	0.6994	NPC119068
Remote Similarity	0.6994	NPC325871
Remote Similarity	0.6985	NPC151477
Remote Similarity	0.6978	NPC46940
Remote Similarity	0.6978	NPC250323
Remote Similarity	0.697	NPC7393
Remote Similarity	0.6968	NPC314682
Remote Similarity	0.6959	NPC322366
Remote Similarity	0.6957	NPC192768
Remote Similarity	0.6957	NPC220858
Remote Similarity	0.6957	NPC88249
Remote Similarity	0.6957	NPC97221
Remote Similarity	0.6957	NPC141782
Remote Similarity	0.6957	NPC151895
Remote Similarity	0.6957	NPC13482
Remote Similarity	0.6957	NPC132720
Remote Similarity	0.6954	NPC3202
Remote Similarity	0.6954	NPC298339
Remote Similarity	0.6954	NPC305847
Remote Similarity	0.6954	NPC257269
Remote Similarity	0.6946	NPC189470
Remote Similarity	0.6944	NPC318581
Remote Similarity	0.6944	NPC477037
Remote Similarity	0.6944	NPC325544
Remote Similarity	0.6937	NPC7467
Remote Similarity	0.6936	NPC114364
Remote Similarity	0.6936	NPC320223
Remote Similarity	0.6929	NPC715
Remote Similarity	0.6928	NPC477559
Remote Similarity	0.6928	NPC232924
Remote Similarity	0.6928	NPC160298
Remote Similarity	0.6928	NPC306902
Remote Similarity	0.6928	NPC266753
Remote Similarity	0.6928	NPC226428
Remote Similarity	0.6923	NPC188163
Remote Similarity	0.6923	NPC213206
Remote Similarity	0.6923	NPC328750
Remote Similarity	0.6923	NPC474915
Remote Similarity	0.6923	NPC204947
Remote Similarity	0.6919	NPC128560
Remote Similarity	0.6919	NPC229166
Remote Similarity	0.6919	NPC199465
Remote Similarity	0.6914	NPC302449
Remote Similarity	0.6908	NPC267237
Remote Similarity	0.6906	NPC176279
Remote Similarity	0.6906	NPC260323
Remote Similarity	0.6903	NPC476989

Drug Structure

NPD4257 OpenBabel08211704332D 29 31 0 0 1 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 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 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 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 1 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 2.5981 -2.5000 0.0000 C 0 0 2 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 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 4 10 1 0 0 0 0 5 23 1 0 0 0 0 6 23 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 15 1 0 0 0 0 9 20 2 0 0 0 0 10 22 1 0 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 14 17 1 0 0 0 0 14 22 1 0 0 0 0 15 18 2 0 0 0 0 16 11 1 6 0 0 0 16 19 1 0 0 0 0 17 21 1 1 0 0 0 18 20 1 0 0 0 0 19 13 1 1 0 0 0 19 22 1 0 0 0 0 20 24 1 0 0 0 0 21 27 1 0 0 0 0 21 28 1 0 0 0 0 23 27 1 0 0 0 0 24 29 1 0 0 0 0 25 27 2 0 0 0 0 26 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09097
ChEMBL	CHEMBL290962
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	135627
CAS Number	87056-78-8

Drug Properties

Molecular Weight	395.22
ALogP	-1.1707
MLogP	2.89
XLogP	2.637
HDA	5
HBD	2
Rotatable Bonds	11
TPSA	81.26
RO5 Violation	0