NPASS drugs

Drug Information

Drug ID:	NPD2411
Drug Name:	Ramosetron
Molecular Formula:	C17H17N3O
Canonical SMILES:	O=C(c1cn(c2c1cccc2)C)[C@@H]1CCc2c(C1)[nH]cn2
Standard InCHI:	InChI=1S/C17H17N3O/c1-20-9-13(12-4-2-3-5-16(12)20)17(21)11-6-7-14-15(8-11)19-10-18-14/h2-5,9-11H,6-8H2,1H3,(H,18,19)/t11-/m1/s1
Standard InCHIKey:	NTHPAPBPFQJABD-LLVKDONJSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD2411

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	560
0.1-0.2	4925
0.2-0.3	14720
0.3-0.4	7078
0.4-0.5	1239
0.5-0.6	1351
0.6-0.7	850
0.7-0.8	155
0.8-0.85	10
0.85-0.9	2
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	0.8883	NPC116555
High Similarity	0.8812	NPC267811
Intermediate Similarity	0.8316	NPC326422
Intermediate Similarity	0.8279	NPC267078
Intermediate Similarity	0.8279	NPC935
Intermediate Similarity	0.8241	NPC474357
Intermediate Similarity	0.8218	NPC317701
Intermediate Similarity	0.8214	NPC476460
Intermediate Similarity	0.8211	NPC284775
Intermediate Similarity	0.8148	NPC470323
Intermediate Similarity	0.8131	NPC304203
Intermediate Similarity	0.8083	NPC191415
Intermediate Similarity	0.7868	NPC476341
Intermediate Similarity	0.7846	NPC16659
Intermediate Similarity	0.782	NPC473218
Intermediate Similarity	0.782	NPC470702
Intermediate Similarity	0.7817	NPC477003
Intermediate Similarity	0.78	NPC324091
Intermediate Similarity	0.7795	NPC265710
Intermediate Similarity	0.7783	NPC470703
Intermediate Similarity	0.7783	NPC282247
Intermediate Similarity	0.7766	NPC102755
Intermediate Similarity	0.7744	NPC240088
Intermediate Similarity	0.7744	NPC473380
Intermediate Similarity	0.7688	NPC99939
Intermediate Similarity	0.7688	NPC308931
Intermediate Similarity	0.767	NPC237414
Intermediate Similarity	0.7659	NPC167710
Intermediate Similarity	0.765	NPC135601
Intermediate Similarity	0.765	NPC17273
Intermediate Similarity	0.765	NPC141612
Intermediate Similarity	0.7641	NPC293216
Intermediate Similarity	0.7604	NPC42372
Intermediate Similarity	0.7602	NPC151635
Intermediate Similarity	0.7592	NPC470203
Intermediate Similarity	0.7574	NPC63109
Intermediate Similarity	0.7573	NPC227582
Intermediate Similarity	0.755	NPC21429
Intermediate Similarity	0.7542	NPC74619
Intermediate Similarity	0.7539	NPC470204
Intermediate Similarity	0.7524	NPC79356
Intermediate Similarity	0.7524	NPC102592
Intermediate Similarity	0.7512	NPC133003
Intermediate Similarity	0.75	NPC74413
Intermediate Similarity	0.7488	NPC6865
Intermediate Similarity	0.7488	NPC153980
Intermediate Similarity	0.7466	NPC229893
Intermediate Similarity	0.7464	NPC252338
Intermediate Similarity	0.7455	NPC69843
Intermediate Similarity	0.745	NPC470677
Intermediate Similarity	0.7442	NPC72956
Intermediate Similarity	0.7413	NPC470205
Intermediate Similarity	0.7411	NPC252572
Intermediate Similarity	0.74	NPC88110
Intermediate Similarity	0.7393	NPC260900
Intermediate Similarity	0.7374	NPC317054
Intermediate Similarity	0.7374	NPC469529
Intermediate Similarity	0.7371	NPC21174
Intermediate Similarity	0.7371	NPC271797
Intermediate Similarity	0.7368	NPC474389
Intermediate Similarity	0.7361	NPC54981
Intermediate Similarity	0.7356	NPC128244
Intermediate Similarity	0.7354	NPC53947
Intermediate Similarity	0.7333	NPC156003
Intermediate Similarity	0.7333	NPC115232
Intermediate Similarity	0.7333	NPC477004
Intermediate Similarity	0.7327	NPC471193
Intermediate Similarity	0.7327	NPC471194
Intermediate Similarity	0.7324	NPC473376
Intermediate Similarity	0.731	NPC471943
Intermediate Similarity	0.7306	NPC300238
Intermediate Similarity	0.7306	NPC471192
Intermediate Similarity	0.7296	NPC56233
Intermediate Similarity	0.7284	NPC295452
Intermediate Similarity	0.7284	NPC171393
Intermediate Similarity	0.7268	NPC122141
Intermediate Similarity	0.726	NPC267343
Intermediate Similarity	0.726	NPC188821
Intermediate Similarity	0.726	NPC474180
Intermediate Similarity	0.7231	NPC214106
Intermediate Similarity	0.7222	NPC71238
Intermediate Similarity	0.722	NPC62749
Intermediate Similarity	0.7216	NPC135141
Intermediate Similarity	0.7216	NPC92796
Intermediate Similarity	0.7212	NPC272458
Intermediate Similarity	0.7212	NPC216550
Intermediate Similarity	0.7212	NPC47190
Intermediate Similarity	0.7211	NPC321911
Intermediate Similarity	0.7208	NPC114637
Intermediate Similarity	0.7206	NPC228835
Intermediate Similarity	0.7206	NPC467063
Intermediate Similarity	0.7204	NPC67288
Intermediate Similarity	0.7204	NPC131887
Intermediate Similarity	0.7198	NPC154339
Intermediate Similarity	0.7196	NPC288838
Intermediate Similarity	0.7194	NPC317105
Intermediate Similarity	0.7194	NPC478182
Intermediate Similarity	0.7188	NPC325903
Intermediate Similarity	0.7184	NPC17059
Intermediate Similarity	0.7178	NPC11126
Intermediate Similarity	0.7177	NPC77101
Intermediate Similarity	0.7175	NPC276657
Intermediate Similarity	0.717	NPC201266
Intermediate Similarity	0.717	NPC474318
Intermediate Similarity	0.717	NPC153123
Intermediate Similarity	0.717	NPC81535
Intermediate Similarity	0.717	NPC475914
Intermediate Similarity	0.717	NPC220797
Intermediate Similarity	0.717	NPC268744
Intermediate Similarity	0.7164	NPC280852
Intermediate Similarity	0.7158	NPC469811
Intermediate Similarity	0.7158	NPC179787
Intermediate Similarity	0.7158	NPC201380
Intermediate Similarity	0.7157	NPC117027
Intermediate Similarity	0.715	NPC321708
Intermediate Similarity	0.715	NPC473666
Intermediate Similarity	0.7143	NPC157828
Intermediate Similarity	0.7143	NPC73994
Intermediate Similarity	0.7143	NPC202812
Intermediate Similarity	0.7143	NPC477042
Intermediate Similarity	0.7143	NPC242116
Intermediate Similarity	0.7143	NPC195239
Intermediate Similarity	0.7136	NPC77241
Intermediate Similarity	0.7136	NPC13456
Intermediate Similarity	0.7136	NPC269203
Intermediate Similarity	0.7136	NPC166209
Intermediate Similarity	0.7136	NPC476527
Intermediate Similarity	0.7136	NPC54744
Intermediate Similarity	0.7129	NPC83774
Intermediate Similarity	0.7123	NPC474916
Intermediate Similarity	0.7122	NPC110158
Intermediate Similarity	0.7121	NPC49217
Intermediate Similarity	0.7117	NPC27041
Intermediate Similarity	0.7109	NPC11445
Intermediate Similarity	0.7108	NPC307191
Intermediate Similarity	0.7107	NPC265100
Intermediate Similarity	0.7107	NPC478184
Intermediate Similarity	0.7105	NPC63545
Intermediate Similarity	0.7087	NPC207686
Intermediate Similarity	0.7082	NPC101350
Intermediate Similarity	0.7081	NPC138370
Intermediate Similarity	0.7077	NPC216643
Intermediate Similarity	0.7077	NPC76982
Intermediate Similarity	0.707	NPC476073
Intermediate Similarity	0.7068	NPC114209
Intermediate Similarity	0.7065	NPC161861
Intermediate Similarity	0.7064	NPC266249
Intermediate Similarity	0.7062	NPC476297
Intermediate Similarity	0.7062	NPC476219
Intermediate Similarity	0.7059	NPC221100
Intermediate Similarity	0.7059	NPC234078
Intermediate Similarity	0.7059	NPC61011
Intermediate Similarity	0.7053	NPC94752
Intermediate Similarity	0.7041	NPC293487
Intermediate Similarity	0.7039	NPC235685
Intermediate Similarity	0.7028	NPC472293
Intermediate Similarity	0.7027	NPC474412
Intermediate Similarity	0.7023	NPC469308
Intermediate Similarity	0.7019	NPC278434
Intermediate Similarity	0.7016	NPC143872
Intermediate Similarity	0.7014	NPC110182
Intermediate Similarity	0.701	NPC213468
Intermediate Similarity	0.701	NPC55772
Intermediate Similarity	0.7005	NPC100104
Intermediate Similarity	0.7005	NPC470680
Intermediate Similarity	0.7	NPC70949
Intermediate Similarity	0.7	NPC123839
Remote Similarity	0.6996	NPC470731
Remote Similarity	0.6996	NPC470732
Remote Similarity	0.6996	NPC322064
Remote Similarity	0.699	NPC236711
Remote Similarity	0.697	NPC225018
Remote Similarity	0.6968	NPC320968
Remote Similarity	0.6968	NPC73767
Remote Similarity	0.6967	NPC472292
Remote Similarity	0.6965	NPC194411
Remote Similarity	0.6964	NPC472285
Remote Similarity	0.6963	NPC314372
Remote Similarity	0.6961	NPC84827
Remote Similarity	0.6961	NPC14113
Remote Similarity	0.6961	NPC145885
Remote Similarity	0.6957	NPC46895
Remote Similarity	0.6955	NPC162860
Remote Similarity	0.6954	NPC206819
Remote Similarity	0.6954	NPC474492
Remote Similarity	0.6954	NPC318065
Remote Similarity	0.6954	NPC56765
Remote Similarity	0.695	NPC478183
Remote Similarity	0.6947	NPC190296
Remote Similarity	0.6941	NPC243850
Remote Similarity	0.6941	NPC54420
Remote Similarity	0.6937	NPC118940
Remote Similarity	0.6933	NPC473310
Remote Similarity	0.6931	NPC469779
Remote Similarity	0.6931	NPC469767
Remote Similarity	0.6931	NPC469783
Remote Similarity	0.6931	NPC469761
Remote Similarity	0.6931	NPC469780
Remote Similarity	0.6931	NPC469768
Remote Similarity	0.6931	NPC469784

Drug Structure

NPD2411 OpenBabel08211702172D 22 25 0 0 1 0 0 0 0 0999 V2000 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7177 2.0874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6958 1.8795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3576 0.3932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8138 -0.4728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0485 1.3443 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0048 0.9284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3357 0.1853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0704 1.5522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9184 0.5217 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8357 -0.6807 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7614 2.5032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4290 -1.5943 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 12 2 0 0 0 0 5 16 2 0 0 0 0 6 7 1 0 0 0 0 6 11 1 0 0 0 0 7 14 1 0 0 0 0 8 11 1 0 0 0 0 8 15 1 0 0 0 0 9 13 2 0 0 0 0 9 20 1 0 0 0 0 10 18 2 0 0 0 0 10 19 1 0 0 0 0 11 17 1 6 0 0 0 12 13 1 0 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 14 15 2 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 21 2 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003335; DNAP001401
DrugBank	DB09290
ChEMBL	CHEMBL1643895
IUPHAR/BPS
PharmaGKB
KEGG Drug	D08466
PubChem CID	108000
ChEBI	135156
CAS Number	132036-88-5

Drug Properties

Molecular Weight	279.14
ALogP	-0.1398
MLogP	2.89
XLogP	2.584
HDA	4
HBD	1
Rotatable Bonds	3
TPSA	50.68
RO5 Violation	0