NPASS drugs

Drug Information

Drug ID:	NPD3416
Drug Name:	ZD-9379
Molecular Formula:	C19H21ClN3O4
Canonical SMILES:	COc1ccc(c(c1)C)N1N=C(O)C2C(C1=O)C(=O)C1C([N-]2)CC(CC1)Cl
Standard InCHI:	InChI=1S/C19H21ClN3O4/c1-9-7-11(27-2)4-6-14(9)23-19(26)15-16(18(25)22-23)21-13-8-10(20)3-5-12(13)17(15)24/h4,6-7,10,12-13,15-16H,3,5,8H2,1-2H3,(H,22,25)/q-1
Standard InCHIKey:	DTEIEWUFZKUSLR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3416

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	262
0.1-0.2	1305
0.2-0.3	7220
0.3-0.4	5510
0.4-0.5	12185
0.5-0.6	3928
0.6-0.7	473
0.7-0.8	7
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	0.7287	NPC93653
Intermediate Similarity	0.7157	NPC198401
Intermediate Similarity	0.7114	NPC21425
Intermediate Similarity	0.7109	NPC478075
Intermediate Similarity	0.7108	NPC203972
Intermediate Similarity	0.7067	NPC138830
Intermediate Similarity	0.7053	NPC301163
Remote Similarity	0.6909	NPC288110
Remote Similarity	0.6905	NPC127178
Remote Similarity	0.689	NPC100863
Remote Similarity	0.6866	NPC270301
Remote Similarity	0.684	NPC474077
Remote Similarity	0.6812	NPC204970
Remote Similarity	0.6808	NPC473460
Remote Similarity	0.6774	NPC471304
Remote Similarity	0.6773	NPC234772
Remote Similarity	0.6771	NPC46259
Remote Similarity	0.6763	NPC28510
Remote Similarity	0.6739	NPC204156
Remote Similarity	0.6732	NPC262725
Remote Similarity	0.673	NPC71124
Remote Similarity	0.6726	NPC10653
Remote Similarity	0.6726	NPC318525
Remote Similarity	0.672	NPC324081
Remote Similarity	0.6715	NPC5630
Remote Similarity	0.6715	NPC473569
Remote Similarity	0.6712	NPC127996
Remote Similarity	0.6712	NPC159815
Remote Similarity	0.6712	NPC10732
Remote Similarity	0.6698	NPC14339
Remote Similarity	0.6696	NPC473458
Remote Similarity	0.6682	NPC330683
Remote Similarity	0.6682	NPC222046
Remote Similarity	0.6682	NPC329567
Remote Similarity	0.6667	NPC82541
Remote Similarity	0.6667	NPC67904
Remote Similarity	0.6652	NPC189661
Remote Similarity	0.6651	NPC471561
Remote Similarity	0.6651	NPC473004
Remote Similarity	0.6651	NPC17677
Remote Similarity	0.665	NPC85613
Remote Similarity	0.6636	NPC472098
Remote Similarity	0.6635	NPC174629
Remote Similarity	0.6632	NPC242000
Remote Similarity	0.6624	NPC475816
Remote Similarity	0.662	NPC268077
Remote Similarity	0.662	NPC5374
Remote Similarity	0.6614	NPC9373
Remote Similarity	0.6603	NPC92803
Remote Similarity	0.6594	NPC311906
Remote Similarity	0.6592	NPC126556
Remote Similarity	0.659	NPC246140
Remote Similarity	0.659	NPC195787
Remote Similarity	0.6588	NPC230313
Remote Similarity	0.6585	NPC314659
Remote Similarity	0.6585	NPC469831
Remote Similarity	0.6575	NPC477160
Remote Similarity	0.6574	NPC207971
Remote Similarity	0.6573	NPC138615
Remote Similarity	0.6573	NPC218733
Remote Similarity	0.6573	NPC132874
Remote Similarity	0.6573	NPC265642
Remote Similarity	0.657	NPC87391
Remote Similarity	0.6562	NPC96321
Remote Similarity	0.6561	NPC470481
Remote Similarity	0.6561	NPC470482
Remote Similarity	0.6561	NPC119722
Remote Similarity	0.6555	NPC474059
Remote Similarity	0.6548	NPC133470
Remote Similarity	0.6548	NPC289776
Remote Similarity	0.6548	NPC191863
Remote Similarity	0.6544	NPC329708
Remote Similarity	0.6544	NPC118832
Remote Similarity	0.6544	NPC165349
Remote Similarity	0.6544	NPC47059
Remote Similarity	0.6544	NPC475147
Remote Similarity	0.6544	NPC264166
Remote Similarity	0.6544	NPC274291
Remote Similarity	0.6544	NPC470484
Remote Similarity	0.654	NPC254957
Remote Similarity	0.6537	NPC116096
Remote Similarity	0.6537	NPC197335
Remote Similarity	0.6514	NPC477161
Remote Similarity	0.6509	NPC475720
Remote Similarity	0.6509	NPC474192
Remote Similarity	0.6507	NPC18890
Remote Similarity	0.6505	NPC471316
Remote Similarity	0.6495	NPC112937
Remote Similarity	0.6489	NPC303658
Remote Similarity	0.6488	NPC5167
Remote Similarity	0.6488	NPC39822
Remote Similarity	0.6484	NPC308943
Remote Similarity	0.6482	NPC299582
Remote Similarity	0.6481	NPC471489
Remote Similarity	0.6478	NPC471513
Remote Similarity	0.6478	NPC157931
Remote Similarity	0.6476	NPC45389
Remote Similarity	0.6471	NPC269449
Remote Similarity	0.6465	NPC476231
Remote Similarity	0.6463	NPC122886
Remote Similarity	0.6462	NPC470485
Remote Similarity	0.6457	NPC74562
Remote Similarity	0.6457	NPC151781
Remote Similarity	0.6457	NPC316181
Remote Similarity	0.6456	NPC472163
Remote Similarity	0.6452	NPC311357
Remote Similarity	0.6447	NPC148124
Remote Similarity	0.6445	NPC22476
Remote Similarity	0.6442	NPC473007
Remote Similarity	0.6432	NPC243626
Remote Similarity	0.6432	NPC274268
Remote Similarity	0.6432	NPC472099
Remote Similarity	0.6429	NPC477186
Remote Similarity	0.6425	NPC475133
Remote Similarity	0.6422	NPC41216
Remote Similarity	0.6419	NPC23080
Remote Similarity	0.6419	NPC193906
Remote Similarity	0.6418	NPC33507
Remote Similarity	0.6409	NPC16249
Remote Similarity	0.6408	NPC283810
Remote Similarity	0.6408	NPC70092
Remote Similarity	0.6407	NPC248903
Remote Similarity	0.6407	NPC478078
Remote Similarity	0.6407	NPC257851
Remote Similarity	0.6404	NPC99724
Remote Similarity	0.64	NPC52059
Remote Similarity	0.64	NPC70172
Remote Similarity	0.64	NPC470069
Remote Similarity	0.6398	NPC473008
Remote Similarity	0.6396	NPC476651
Remote Similarity	0.6396	NPC287757
Remote Similarity	0.6396	NPC319320
Remote Similarity	0.6394	NPC469829
Remote Similarity	0.6393	NPC87714
Remote Similarity	0.6393	NPC473422
Remote Similarity	0.6389	NPC317727
Remote Similarity	0.6382	NPC230942
Remote Similarity	0.6382	NPC315498
Remote Similarity	0.638	NPC205926
Remote Similarity	0.6379	NPC194740
Remote Similarity	0.6372	NPC472191
Remote Similarity	0.6372	NPC161804
Remote Similarity	0.6368	NPC472114
Remote Similarity	0.6368	NPC472115
Remote Similarity	0.6368	NPC295479
Remote Similarity	0.6368	NPC476569
Remote Similarity	0.6368	NPC220241
Remote Similarity	0.6368	NPC470483
Remote Similarity	0.6368	NPC308197
Remote Similarity	0.6364	NPC472111
Remote Similarity	0.6364	NPC26928
Remote Similarity	0.6356	NPC298449
Remote Similarity	0.6355	NPC471604
Remote Similarity	0.6352	NPC477397
Remote Similarity	0.6345	NPC315257
Remote Similarity	0.6344	NPC182853
Remote Similarity	0.634	NPC144691
Remote Similarity	0.6339	NPC264176
Remote Similarity	0.6335	NPC53344
Remote Similarity	0.6335	NPC193238
Remote Similarity	0.6335	NPC222561
Remote Similarity	0.6335	NPC212123
Remote Similarity	0.6332	NPC329830
Remote Similarity	0.633	NPC469732
Remote Similarity	0.6329	NPC166169
Remote Similarity	0.6327	NPC329982
Remote Similarity	0.6327	NPC469928
Remote Similarity	0.6324	NPC307640
Remote Similarity	0.632	NPC473449
Remote Similarity	0.6316	NPC37957
Remote Similarity	0.6311	NPC30749
Remote Similarity	0.6311	NPC474081
Remote Similarity	0.6305	NPC469915
Remote Similarity	0.6303	NPC469830
Remote Similarity	0.6301	NPC1464
Remote Similarity	0.6301	NPC473005
Remote Similarity	0.6296	NPC472542
Remote Similarity	0.6296	NPC472541
Remote Similarity	0.6291	NPC203628
Remote Similarity	0.6291	NPC1820
Remote Similarity	0.6287	NPC278887
Remote Similarity	0.6283	NPC55470
Remote Similarity	0.6281	NPC243673
Remote Similarity	0.6281	NPC63210
Remote Similarity	0.6281	NPC263709
Remote Similarity	0.6281	NPC148468
Remote Similarity	0.6281	NPC310403
Remote Similarity	0.6281	NPC97380
Remote Similarity	0.6281	NPC471122
Remote Similarity	0.6278	NPC471315
Remote Similarity	0.6278	NPC471314
Remote Similarity	0.6275	NPC85482
Remote Similarity	0.6272	NPC77777
Remote Similarity	0.6269	NPC292143
Remote Similarity	0.6269	NPC146370
Remote Similarity	0.6269	NPC139506
Remote Similarity	0.6267	NPC305542
Remote Similarity	0.6266	NPC470480
Remote Similarity	0.6263	NPC10730
Remote Similarity	0.6263	NPC10875

Drug Structure

NPD3416 OpenBabel08211703112D 28 31 0 0 1 0 0 0 0 0999 V2000 1.7321 1.0000 0.0000 C 0 0 0 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 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 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 -0.5000 0.0000 C 0 0 0 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 3 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 -1.7321 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 N 0 5 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 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 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 27 1 0 0 0 0 3 5 1 0 0 0 0 3 10 1 0 0 0 0 4 6 1 0 0 0 0 4 11 2 0 0 0 0 5 12 1 0 0 0 0 6 14 2 0 0 0 0 7 9 2 0 0 0 0 7 11 1 0 0 0 0 8 10 1 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 20 1 0 0 0 0 11 27 1 0 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 13 21 1 0 0 0 0 14 23 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 15 19 1 0 0 0 0 16 18 1 0 0 0 0 16 21 1 0 0 0 0 17 24 2 0 0 0 0 18 22 2 0 0 0 0 18 25 1 0 0 0 0 19 23 1 0 0 0 0 19 26 2 0 0 0 0 22 23 1 0 0 0 0 25 28 1 0 0 0 0 M CHG 1 21 -1 M END $$$$

External Identifiers

TTD	DIB008803
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	390.12
ALogP	-0.5134
MLogP	2.67
XLogP	1.951
HDA	6
HBD	1
Rotatable Bonds	6
TPSA	79.2
RO5 Violation	0