NPASS drugs

Drug Information

Drug ID:	NPD3329
Drug Name:
Molecular Formula:	C19H18N4O2
Canonical SMILES:	N#Cc1ccc2c(c1)/C(=c1/ccc(c[nH]1)CN1CCOCC1)/C(=N2)O
Standard InCHI:	InChI=1S/C19H18N4O2/c20-10-13-1-3-16-15(9-13)18(19(24)22-16)17-4-2-14(11-21-17)12-23-5-7-25-8-6-23/h1-4,9,11,21H,5-8,12H2,(H,22,24)/b18-17+
Standard InCHIKey:	JULOXTBHCHEFBE-ISLYRVAYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3329

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	194
0.1-0.2	1067
0.2-0.3	7119
0.3-0.4	12314
0.4-0.5	6850
0.5-0.6	3053
0.6-0.7	285
0.7-0.8	8
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	0.7342	NPC472103
Intermediate Similarity	0.7103	NPC147957
Intermediate Similarity	0.7078	NPC476687
Intermediate Similarity	0.7078	NPC476685
Intermediate Similarity	0.7078	NPC476689
Intermediate Similarity	0.7041	NPC472121
Intermediate Similarity	0.7041	NPC85651
Intermediate Similarity	0.7037	NPC472100
Remote Similarity	0.6981	NPC243162
Remote Similarity	0.6879	NPC184437
Remote Similarity	0.6857	NPC34508
Remote Similarity	0.6849	NPC470550
Remote Similarity	0.6849	NPC205652
Remote Similarity	0.6839	NPC226662
Remote Similarity	0.6821	NPC278887
Remote Similarity	0.6805	NPC477157
Remote Similarity	0.6805	NPC477156
Remote Similarity	0.6765	NPC211525
Remote Similarity	0.6765	NPC153694
Remote Similarity	0.6744	NPC476231
Remote Similarity	0.6704	NPC270009
Remote Similarity	0.6688	NPC325013
Remote Similarity	0.6667	NPC116519
Remote Similarity	0.6667	NPC178681
Remote Similarity	0.6667	NPC476250
Remote Similarity	0.663	NPC192270
Remote Similarity	0.6628	NPC243673
Remote Similarity	0.6628	NPC63210
Remote Similarity	0.6628	NPC310403
Remote Similarity	0.6628	NPC263709
Remote Similarity	0.6628	NPC97380
Remote Similarity	0.6628	NPC148468
Remote Similarity	0.6627	NPC264589
Remote Similarity	0.6597	NPC37584
Remote Similarity	0.6595	NPC46413
Remote Similarity	0.6587	NPC254798
Remote Similarity	0.6561	NPC101372
Remote Similarity	0.6561	NPC259098
Remote Similarity	0.6561	NPC197680
Remote Similarity	0.6545	NPC32200
Remote Similarity	0.6538	NPC475962
Remote Similarity	0.6536	NPC475097
Remote Similarity	0.6514	NPC476118
Remote Similarity	0.6497	NPC469462
Remote Similarity	0.6497	NPC478079
Remote Similarity	0.6494	NPC477158
Remote Similarity	0.6485	NPC477155
Remote Similarity	0.648	NPC210415
Remote Similarity	0.648	NPC298851
Remote Similarity	0.648	NPC293255
Remote Similarity	0.648	NPC21752
Remote Similarity	0.648	NPC276993
Remote Similarity	0.648	NPC181138
Remote Similarity	0.6477	NPC470069
Remote Similarity	0.6477	NPC472329
Remote Similarity	0.6477	NPC472330
Remote Similarity	0.6477	NPC52059
Remote Similarity	0.6471	NPC475763
Remote Similarity	0.6464	NPC211997
Remote Similarity	0.6464	NPC293472
Remote Similarity	0.6457	NPC16667
Remote Similarity	0.6453	NPC161827
Remote Similarity	0.6453	NPC38736
Remote Similarity	0.645	NPC300596
Remote Similarity	0.645	NPC237649
Remote Similarity	0.6443	NPC187036
Remote Similarity	0.6442	NPC166667
Remote Similarity	0.6442	NPC77992
Remote Similarity	0.6429	NPC472443
Remote Similarity	0.6425	NPC158129
Remote Similarity	0.6416	NPC141353
Remote Similarity	0.6413	NPC472444
Remote Similarity	0.6412	NPC318086
Remote Similarity	0.6409	NPC134586
Remote Similarity	0.6409	NPC150048
Remote Similarity	0.6409	NPC203754
Remote Similarity	0.6404	NPC317430
Remote Similarity	0.64	NPC68650
Remote Similarity	0.6395	NPC470127
Remote Similarity	0.6386	NPC472241
Remote Similarity	0.6369	NPC474926
Remote Similarity	0.6369	NPC119569
Remote Similarity	0.6348	NPC19555
Remote Similarity	0.6346	NPC283130
Remote Similarity	0.6346	NPC328683
Remote Similarity	0.6344	NPC133591
Remote Similarity	0.6343	NPC291359
Remote Similarity	0.6341	NPC287358
Remote Similarity	0.634	NPC264580
Remote Similarity	0.6328	NPC189116
Remote Similarity	0.6319	NPC288785
Remote Similarity	0.6316	NPC124005
Remote Similarity	0.6313	NPC63751
Remote Similarity	0.631	NPC473804
Remote Similarity	0.631	NPC38823
Remote Similarity	0.631	NPC207033
Remote Similarity	0.631	NPC291759
Remote Similarity	0.6307	NPC473320
Remote Similarity	0.6298	NPC98371
Remote Similarity	0.6298	NPC313884
Remote Similarity	0.6292	NPC470508
Remote Similarity	0.629	NPC472294
Remote Similarity	0.629	NPC471742
Remote Similarity	0.6278	NPC280548
Remote Similarity	0.6275	NPC192209
Remote Similarity	0.6272	NPC472242
Remote Similarity	0.6269	NPC232130
Remote Similarity	0.6266	NPC474479
Remote Similarity	0.6265	NPC472243
Remote Similarity	0.6264	NPC473297
Remote Similarity	0.6264	NPC470507
Remote Similarity	0.6257	NPC472114
Remote Similarity	0.6257	NPC49954
Remote Similarity	0.6257	NPC54988
Remote Similarity	0.6257	NPC472115
Remote Similarity	0.6257	NPC474561
Remote Similarity	0.625	NPC101139
Remote Similarity	0.625	NPC469461
Remote Similarity	0.625	NPC67056
Remote Similarity	0.6237	NPC19679
Remote Similarity	0.6237	NPC48938
Remote Similarity	0.6237	NPC472110
Remote Similarity	0.6237	NPC472109
Remote Similarity	0.6236	NPC102423
Remote Similarity	0.6236	NPC194640
Remote Similarity	0.6236	NPC113056
Remote Similarity	0.6236	NPC138293
Remote Similarity	0.6236	NPC311276
Remote Similarity	0.623	NPC471743
Remote Similarity	0.6229	NPC315257
Remote Similarity	0.6229	NPC285469
Remote Similarity	0.6221	NPC37548
Remote Similarity	0.6221	NPC187951
Remote Similarity	0.6216	NPC39822
Remote Similarity	0.6215	NPC279918
Remote Similarity	0.6215	NPC131718
Remote Similarity	0.6213	NPC477890
Remote Similarity	0.6213	NPC311330
Remote Similarity	0.6211	NPC95783
Remote Similarity	0.6209	NPC259545
Remote Similarity	0.6207	NPC471132
Remote Similarity	0.6205	NPC319645
Remote Similarity	0.6199	NPC129042
Remote Similarity	0.6196	NPC59269
Remote Similarity	0.6196	NPC68354
Remote Similarity	0.6196	NPC326575
Remote Similarity	0.6193	NPC469762
Remote Similarity	0.6188	NPC126481
Remote Similarity	0.618	NPC191863
Remote Similarity	0.618	NPC176983
Remote Similarity	0.618	NPC282231
Remote Similarity	0.618	NPC289776
Remote Similarity	0.618	NPC133470
Remote Similarity	0.6176	NPC470824
Remote Similarity	0.6175	NPC329688
Remote Similarity	0.6175	NPC472586
Remote Similarity	0.6175	NPC189812
Remote Similarity	0.6174	NPC24777
Remote Similarity	0.6171	NPC207726
Remote Similarity	0.617	NPC15102
Remote Similarity	0.6169	NPC313449
Remote Similarity	0.6166	NPC133366
Remote Similarity	0.6163	NPC475168
Remote Similarity	0.6163	NPC7817
Remote Similarity	0.6162	NPC215795
Remote Similarity	0.6162	NPC232340
Remote Similarity	0.6162	NPC176199
Remote Similarity	0.6158	NPC36495
Remote Similarity	0.6154	NPC326232
Remote Similarity	0.6154	NPC473922
Remote Similarity	0.6154	NPC265576
Remote Similarity	0.615	NPC472108
Remote Similarity	0.615	NPC477159
Remote Similarity	0.615	NPC139291
Remote Similarity	0.615	NPC159963
Remote Similarity	0.6149	NPC40488
Remote Similarity	0.6149	NPC219383
Remote Similarity	0.6145	NPC476446
Remote Similarity	0.6145	NPC469813
Remote Similarity	0.6145	NPC78375
Remote Similarity	0.6144	NPC288232
Remote Similarity	0.6138	NPC474707
Remote Similarity	0.6136	NPC36836
Remote Similarity	0.6136	NPC63370
Remote Similarity	0.6136	NPC469785
Remote Similarity	0.6136	NPC184476
Remote Similarity	0.6131	NPC186284
Remote Similarity	0.6131	NPC22082
Remote Similarity	0.6126	NPC471196
Remote Similarity	0.6126	NPC471195
Remote Similarity	0.6125	NPC476249
Remote Similarity	0.6122	NPC211551
Remote Similarity	0.612	NPC472123
Remote Similarity	0.612	NPC313791
Remote Similarity	0.6118	NPC296163
Remote Similarity	0.6114	NPC203972
Remote Similarity	0.6114	NPC474177
Remote Similarity	0.6107	NPC302790
Remote Similarity	0.6105	NPC317030
Remote Similarity	0.6105	NPC204565

Drug Structure

NPD3329 OpenBabel08211703112D 27 30 0 0 0 0 0 0 0 0999 V2000 0.8601 2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1910 1.8171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1473 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5074 3.0955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8383 2.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1765 3.8386 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -0.3364 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 5.9128 -1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 -1.7213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 -0.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.6636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4898 -2.0303 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 13 1 0 0 0 0 2 4 2 0 0 0 0 2 14 1 0 0 0 0 3 16 1 0 0 0 0 4 17 1 0 0 0 0 5 7 1 0 0 0 0 5 23 1 0 0 0 0 6 8 1 0 0 0 0 6 23 1 0 0 0 0 7 25 1 0 0 0 0 8 25 1 0 0 0 0 9 13 2 0 0 0 0 9 15 1 0 0 0 0 10 13 1 0 0 0 0 10 20 3 0 0 0 0 11 14 2 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 12 23 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 22 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 19 1 0 0 0 0 19 22 2 0 0 0 0 19 24 1 0 0 0 0 21 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011522
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16678118
ChEBI
CAS Number

Drug Properties

Molecular Weight	334.14
ALogP	-0.5058
MLogP	2.89
XLogP	1.58
HDA	6
HBD	2
Rotatable Bonds	3
TPSA	80.88
RO5 Violation	0