NPASS drugs

Drug Information

Drug ID:	NPD5559
Drug Name:	Donitriptan
Molecular Formula:	C23H25N5O2
Canonical SMILES:	NCCc1c[nH]c2c1cc(OCC(=O)N1CCN(CC1)c1ccc(cc1)C#N)cc2
Standard InCHI:	InChI=1S/C23H25N5O2/c24-8-7-18-15-26-22-6-5-20(13-21(18)22)30-16-23(29)28-11-9-27(10-12-28)19-3-1-17(14-25)2-4-19/h1-6,13,15,26H,7-12,16,24H2
Standard InCHIKey:	SOHCKWZVTCTQBG-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5559

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	451
0.1-0.2	3190
0.2-0.3	9509
0.3-0.4	8130
0.4-0.5	6095
0.5-0.6	2097
0.6-0.7	1108
0.7-0.8	301
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	0.8276	NPC92111
Intermediate Similarity	0.8227	NPC76748
Intermediate Similarity	0.8221	NPC176538
Intermediate Similarity	0.8195	NPC307963
Intermediate Similarity	0.8178	NPC208284
Intermediate Similarity	0.8177	NPC296527
Intermediate Similarity	0.8037	NPC82548
Intermediate Similarity	0.8029	NPC251090
Intermediate Similarity	0.8018	NPC476287
Intermediate Similarity	0.7934	NPC245816
Intermediate Similarity	0.7934	NPC476138
Intermediate Similarity	0.7895	NPC180504
Intermediate Similarity	0.789	NPC26679
Intermediate Similarity	0.788	NPC5145
Intermediate Similarity	0.7877	NPC19872
Intermediate Similarity	0.7864	NPC170114
Intermediate Similarity	0.7857	NPC13880
Intermediate Similarity	0.7854	NPC266931
Intermediate Similarity	0.7851	NPC469554
Intermediate Similarity	0.7818	NPC470549
Intermediate Similarity	0.7814	NPC285558
Intermediate Similarity	0.7799	NPC99666
Intermediate Similarity	0.7798	NPC471304
Intermediate Similarity	0.7793	NPC329793
Intermediate Similarity	0.7788	NPC476465
Intermediate Similarity	0.7757	NPC232727
Intermediate Similarity	0.7752	NPC185782
Intermediate Similarity	0.7739	NPC323752
Intermediate Similarity	0.7731	NPC475070
Intermediate Similarity	0.7727	NPC94157
Intermediate Similarity	0.7719	NPC314954
Intermediate Similarity	0.7717	NPC167860
Intermediate Similarity	0.7717	NPC123976
Intermediate Similarity	0.7706	NPC287208
Intermediate Similarity	0.7696	NPC101543
Intermediate Similarity	0.7685	NPC162484
Intermediate Similarity	0.7685	NPC223427
Intermediate Similarity	0.7675	NPC157931
Intermediate Similarity	0.767	NPC176127
Intermediate Similarity	0.7644	NPC171171
Intermediate Similarity	0.7636	NPC11464
Intermediate Similarity	0.7632	NPC319232
Intermediate Similarity	0.7632	NPC24370
Intermediate Similarity	0.7628	NPC315957
Intermediate Similarity	0.7617	NPC168911
Intermediate Similarity	0.7615	NPC26543
Intermediate Similarity	0.7604	NPC475774
Intermediate Similarity	0.76	NPC193267
Intermediate Similarity	0.76	NPC213530
Intermediate Similarity	0.7597	NPC295228
Intermediate Similarity	0.7596	NPC314002
Intermediate Similarity	0.7591	NPC174672
Intermediate Similarity	0.7591	NPC174758
Intermediate Similarity	0.7585	NPC220765
Intermediate Similarity	0.757	NPC77555
Intermediate Similarity	0.7566	NPC472099
Intermediate Similarity	0.7566	NPC132642
Intermediate Similarity	0.7564	NPC184225
Intermediate Similarity	0.7556	NPC96321
Intermediate Similarity	0.7548	NPC204717
Intermediate Similarity	0.7545	NPC470799
Intermediate Similarity	0.7545	NPC8022
Intermediate Similarity	0.7544	NPC65277
Intermediate Similarity	0.7511	NPC305984
Intermediate Similarity	0.75	NPC280272
Intermediate Similarity	0.7489	NPC311906
Intermediate Similarity	0.7489	NPC274291
Intermediate Similarity	0.7489	NPC264166
Intermediate Similarity	0.7489	NPC316981
Intermediate Similarity	0.7489	NPC184680
Intermediate Similarity	0.7489	NPC329708
Intermediate Similarity	0.7489	NPC118832
Intermediate Similarity	0.7489	NPC47059
Intermediate Similarity	0.7489	NPC165349
Intermediate Similarity	0.7488	NPC156704
Intermediate Similarity	0.7488	NPC242928
Intermediate Similarity	0.7488	NPC267928
Intermediate Similarity	0.7478	NPC227908
Intermediate Similarity	0.7477	NPC131017
Intermediate Similarity	0.7477	NPC211813
Intermediate Similarity	0.7465	NPC329747
Intermediate Similarity	0.7464	NPC284678
Intermediate Similarity	0.7458	NPC470785
Intermediate Similarity	0.7456	NPC60621
Intermediate Similarity	0.7456	NPC310118
Intermediate Similarity	0.7455	NPC469592
Intermediate Similarity	0.7455	NPC478074
Intermediate Similarity	0.7455	NPC472111
Intermediate Similarity	0.7455	NPC471080
Intermediate Similarity	0.7454	NPC239954
Intermediate Similarity	0.7454	NPC72211
Intermediate Similarity	0.7447	NPC477549
Intermediate Similarity	0.7446	NPC257851
Intermediate Similarity	0.7434	NPC476041
Intermediate Similarity	0.7434	NPC304926
Intermediate Similarity	0.7432	NPC201697
Intermediate Similarity	0.743	NPC198673
Intermediate Similarity	0.7425	NPC475253
Intermediate Similarity	0.7419	NPC152620
Intermediate Similarity	0.7419	NPC128823
Intermediate Similarity	0.7411	NPC472098
Intermediate Similarity	0.7409	NPC470500
Intermediate Similarity	0.7401	NPC303658
Intermediate Similarity	0.7393	NPC196718
Intermediate Similarity	0.7391	NPC184964
Intermediate Similarity	0.7389	NPC274982
Intermediate Similarity	0.7385	NPC121772
Intermediate Similarity	0.7385	NPC315491
Intermediate Similarity	0.7385	NPC234197
Intermediate Similarity	0.7385	NPC249040
Intermediate Similarity	0.7385	NPC45459
Intermediate Similarity	0.7384	NPC470784
Intermediate Similarity	0.7383	NPC324149
Intermediate Similarity	0.7382	NPC326363
Intermediate Similarity	0.7376	NPC45190
Intermediate Similarity	0.7371	NPC6215
Intermediate Similarity	0.7371	NPC110151
Intermediate Similarity	0.7368	NPC292958
Intermediate Similarity	0.7368	NPC17565
Intermediate Similarity	0.7361	NPC70259
Intermediate Similarity	0.7353	NPC475816
Intermediate Similarity	0.735	NPC260434
Intermediate Similarity	0.7349	NPC475190
Intermediate Similarity	0.7342	NPC88008
Intermediate Similarity	0.7336	NPC86078
Intermediate Similarity	0.7333	NPC48353
Intermediate Similarity	0.7331	NPC39370
Intermediate Similarity	0.733	NPC470930
Intermediate Similarity	0.7325	NPC469594
Intermediate Similarity	0.7322	NPC81175
Intermediate Similarity	0.7319	NPC473186
Intermediate Similarity	0.7319	NPC49547
Intermediate Similarity	0.7319	NPC102593
Intermediate Similarity	0.7316	NPC122436
Intermediate Similarity	0.7315	NPC43787
Intermediate Similarity	0.7315	NPC205934
Intermediate Similarity	0.7314	NPC471891
Intermediate Similarity	0.7313	NPC152768
Intermediate Similarity	0.7313	NPC148183
Intermediate Similarity	0.7313	NPC288349
Intermediate Similarity	0.7311	NPC101350
Intermediate Similarity	0.7309	NPC475910
Intermediate Similarity	0.7304	NPC280799
Intermediate Similarity	0.7302	NPC195268
Intermediate Similarity	0.7302	NPC133140
Intermediate Similarity	0.7297	NPC300156
Intermediate Similarity	0.7296	NPC473185
Intermediate Similarity	0.7294	NPC192315
Intermediate Similarity	0.7294	NPC212213
Intermediate Similarity	0.7288	NPC141053
Intermediate Similarity	0.7277	NPC476116
Intermediate Similarity	0.7273	NPC267423
Intermediate Similarity	0.7269	NPC478157
Intermediate Similarity	0.7269	NPC235685
Intermediate Similarity	0.7269	NPC15801
Intermediate Similarity	0.7265	NPC193777
Intermediate Similarity	0.7265	NPC471762
Intermediate Similarity	0.7265	NPC270918
Intermediate Similarity	0.7261	NPC323969
Intermediate Similarity	0.726	NPC476578
Intermediate Similarity	0.726	NPC4071
Intermediate Similarity	0.726	NPC476167
Intermediate Similarity	0.726	NPC476582
Intermediate Similarity	0.7257	NPC325976
Intermediate Similarity	0.7257	NPC24802
Intermediate Similarity	0.7249	NPC281049
Intermediate Similarity	0.7247	NPC53534
Intermediate Similarity	0.7246	NPC474192
Intermediate Similarity	0.7246	NPC475720
Intermediate Similarity	0.7244	NPC199667
Intermediate Similarity	0.724	NPC475112
Intermediate Similarity	0.724	NPC291535
Intermediate Similarity	0.724	NPC475085
Intermediate Similarity	0.7238	NPC41679
Intermediate Similarity	0.7237	NPC477110
Intermediate Similarity	0.7232	NPC477111
Intermediate Similarity	0.7227	NPC213308
Intermediate Similarity	0.7227	NPC477019
Intermediate Similarity	0.7222	NPC478078
Intermediate Similarity	0.722	NPC477113
Intermediate Similarity	0.722	NPC476106
Intermediate Similarity	0.7218	NPC258048
Intermediate Similarity	0.7217	NPC168209
Intermediate Similarity	0.7217	NPC84478
Intermediate Similarity	0.7207	NPC476098
Intermediate Similarity	0.7204	NPC474798
Intermediate Similarity	0.72	NPC478158
Intermediate Similarity	0.72	NPC473181
Intermediate Similarity	0.7196	NPC46580
Intermediate Similarity	0.7195	NPC476044
Intermediate Similarity	0.7189	NPC478006
Intermediate Similarity	0.7188	NPC313189
Intermediate Similarity	0.7186	NPC477533
Intermediate Similarity	0.7181	NPC473180
Intermediate Similarity	0.7181	NPC219087
Intermediate Similarity	0.7179	NPC470018
Intermediate Similarity	0.7178	NPC99891
Intermediate Similarity	0.7175	NPC476581
Intermediate Similarity	0.7175	NPC36229
Intermediate Similarity	0.7175	NPC16452

Drug Structure

NPD5559 OpenBabel08211708292D 33 36 0 0 0 0 0 0 0 0999 V2000 8.7453 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6113 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8793 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7453 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3601 3.3122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4773 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6113 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8793 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0511 4.2633 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.3434 -0.6910 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 7.0132 1.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 2.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 4.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7202 5.0064 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9271 4.4712 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 17 2 0 0 0 0 2 4 2 0 0 0 0 2 17 1 0 0 0 0 3 19 2 0 0 0 0 4 19 1 0 0 0 0 5 6 2 0 0 0 0 5 20 1 0 0 0 0 6 22 1 0 0 0 0 7 8 1 0 0 0 0 7 18 1 0 0 0 0 8 24 1 0 0 0 0 9 11 1 0 0 0 0 9 27 1 0 0 0 0 10 12 1 0 0 0 0 10 27 1 0 0 0 0 11 28 1 0 0 0 0 12 28 1 0 0 0 0 13 20 2 0 0 0 0 13 21 1 0 0 0 0 14 17 1 0 0 0 0 14 25 3 0 0 0 0 15 18 2 0 0 0 0 15 26 1 0 0 0 0 16 23 1 0 0 0 0 16 30 1 0 0 0 0 18 21 1 0 0 0 0 19 27 1 0 0 0 0 20 30 1 0 0 0 0 21 22 2 0 0 0 0 22 26 1 0 0 0 0 23 28 1 0 0 0 0 23 29 2 0 0 0 0 24 31 1 0 0 0 0 24 32 1 0 0 0 0 26 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005228
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	197706
ChEBI
CAS Number

Drug Properties

Molecular Weight	403.20
ALogP	-1.7995
MLogP	3.22
XLogP	1.703
HDA	6
HBD	2
Rotatable Bonds	8
TPSA	98.38
RO5 Violation	0