NPASS drugs

Drug Information

Drug ID:	NPD1856
Drug Name:	D-4418
Molecular Formula:	C16H11Cl2N3O2
Canonical SMILES:	COc1ccc(c2c1nccc2)C(=Nc1cc(Cl)cnc1Cl)O
Standard InCHI:	InChI=1S/C16H11Cl2N3O2/c1-23-13-5-4-11(10-3-2-6-19-14(10)13)16(22)21-12-7-9(17)8-20-15(12)18/h2-8H,1H3,(H,21,22)
Standard InCHIKey:	FSDOTMQXIKBFKJ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1856

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	481
0.1-0.2	3357
0.2-0.3	9444
0.3-0.4	4984
0.4-0.5	9480
0.5-0.6	2252
0.6-0.7	721
0.7-0.8	162
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	0.8131	NPC8022
Intermediate Similarity	0.8131	NPC470799
Intermediate Similarity	0.8019	NPC185782
Intermediate Similarity	0.8	NPC47059
Intermediate Similarity	0.8	NPC165349
Intermediate Similarity	0.8	NPC329708
Intermediate Similarity	0.8	NPC118832
Intermediate Similarity	0.8	NPC264166
Intermediate Similarity	0.8	NPC274291
Intermediate Similarity	0.7991	NPC26679
Intermediate Similarity	0.7952	NPC476138
Intermediate Similarity	0.7952	NPC245816
Intermediate Similarity	0.7923	NPC267928
Intermediate Similarity	0.7867	NPC475774
Intermediate Similarity	0.7788	NPC469554
Intermediate Similarity	0.7788	NPC101543
Intermediate Similarity	0.7778	NPC226202
Intermediate Similarity	0.7727	NPC173080
Intermediate Similarity	0.7725	NPC19872
Intermediate Similarity	0.7639	NPC287208
Intermediate Similarity	0.7638	NPC252590
Intermediate Similarity	0.7635	NPC219963
Intermediate Similarity	0.7635	NPC161887
Intermediate Similarity	0.7635	NPC266551
Intermediate Similarity	0.7626	NPC476287
Intermediate Similarity	0.7626	NPC162530
Intermediate Similarity	0.7613	NPC193267
Intermediate Similarity	0.7613	NPC213530
Intermediate Similarity	0.7594	NPC476167
Intermediate Similarity	0.7594	NPC287437
Intermediate Similarity	0.7588	NPC473764
Intermediate Similarity	0.7588	NPC314940
Intermediate Similarity	0.7563	NPC118511
Intermediate Similarity	0.7547	NPC192315
Intermediate Similarity	0.7534	NPC17565
Intermediate Similarity	0.7524	NPC20249
Intermediate Similarity	0.7512	NPC476582
Intermediate Similarity	0.7512	NPC476578
Intermediate Similarity	0.7512	NPC4071
Intermediate Similarity	0.75	NPC202605
Intermediate Similarity	0.75	NPC470500
Intermediate Similarity	0.75	NPC112206
Intermediate Similarity	0.7478	NPC65277
Intermediate Similarity	0.7477	NPC176538
Intermediate Similarity	0.7476	NPC133140
Intermediate Similarity	0.7476	NPC195268
Intermediate Similarity	0.7468	NPC30540
Intermediate Similarity	0.7465	NPC323345
Intermediate Similarity	0.7465	NPC470164
Intermediate Similarity	0.7457	NPC295228
Intermediate Similarity	0.7444	NPC473513
Intermediate Similarity	0.744	NPC42591
Intermediate Similarity	0.7419	NPC16452
Intermediate Similarity	0.7419	NPC36229
Intermediate Similarity	0.7419	NPC476581
Intermediate Similarity	0.7418	NPC224928
Intermediate Similarity	0.7409	NPC167860
Intermediate Similarity	0.7409	NPC123976
Intermediate Similarity	0.7397	NPC477111
Intermediate Similarity	0.7397	NPC82548
Intermediate Similarity	0.7395	NPC315957
Intermediate Similarity	0.7395	NPC234197
Intermediate Similarity	0.7378	NPC292958
Intermediate Similarity	0.7376	NPC121658
Intermediate Similarity	0.7376	NPC14651
Intermediate Similarity	0.7361	NPC232727
Intermediate Similarity	0.7357	NPC216612
Intermediate Similarity	0.7352	NPC193238
Intermediate Similarity	0.7345	NPC174049
Intermediate Similarity	0.7336	NPC470018
Intermediate Similarity	0.7327	NPC476518
Intermediate Similarity	0.7306	NPC477113
Intermediate Similarity	0.7306	NPC472111
Intermediate Similarity	0.7304	NPC74575
Intermediate Similarity	0.7297	NPC208284
Intermediate Similarity	0.7294	NPC223427
Intermediate Similarity	0.7285	NPC469589
Intermediate Similarity	0.7285	NPC174758
Intermediate Similarity	0.7281	NPC31930
Intermediate Similarity	0.7281	NPC122463
Intermediate Similarity	0.7277	NPC329541
Intermediate Similarity	0.7273	NPC314954
Intermediate Similarity	0.7273	NPC313189
Intermediate Similarity	0.7261	NPC200888
Intermediate Similarity	0.7257	NPC473822
Intermediate Similarity	0.7257	NPC204446
Intermediate Similarity	0.7253	NPC49547
Intermediate Similarity	0.7252	NPC5145
Intermediate Similarity	0.7252	NPC290689
Intermediate Similarity	0.724	NPC18348
Intermediate Similarity	0.7238	NPC208522
Intermediate Similarity	0.7237	NPC310118
Intermediate Similarity	0.7235	NPC477019
Intermediate Similarity	0.7231	NPC137353
Intermediate Similarity	0.723	NPC324149
Intermediate Similarity	0.7222	NPC239954
Intermediate Similarity	0.7196	NPC198673
Intermediate Similarity	0.7196	NPC307963
Intermediate Similarity	0.7195	NPC135549
Intermediate Similarity	0.719	NPC472031
Intermediate Similarity	0.719	NPC472066
Intermediate Similarity	0.719	NPC472067
Intermediate Similarity	0.719	NPC26543
Intermediate Similarity	0.7188	NPC296482
Intermediate Similarity	0.7188	NPC53069
Intermediate Similarity	0.7188	NPC202768
Intermediate Similarity	0.7184	NPC53534
Intermediate Similarity	0.7181	NPC197141
Intermediate Similarity	0.7178	NPC472068
Intermediate Similarity	0.7175	NPC188420
Intermediate Similarity	0.7175	NPC199667
Intermediate Similarity	0.7175	NPC470020
Intermediate Similarity	0.7171	NPC111624
Intermediate Similarity	0.7169	NPC66815
Intermediate Similarity	0.7168	NPC477110
Intermediate Similarity	0.7167	NPC472434
Intermediate Similarity	0.7162	NPC60621
Intermediate Similarity	0.7156	NPC314573
Intermediate Similarity	0.7156	NPC266931
Intermediate Similarity	0.7149	NPC304183
Intermediate Similarity	0.7143	NPC168911
Intermediate Similarity	0.7143	NPC212213
Intermediate Similarity	0.7137	NPC201508
Intermediate Similarity	0.7137	NPC476451
Intermediate Similarity	0.7136	NPC312872
Intermediate Similarity	0.713	NPC251090
Intermediate Similarity	0.713	NPC473181
Intermediate Similarity	0.713	NPC118121
Intermediate Similarity	0.713	NPC174672
Intermediate Similarity	0.7123	NPC470586
Intermediate Similarity	0.7119	NPC182222
Intermediate Similarity	0.7118	NPC132642
Intermediate Similarity	0.7114	NPC25899
Intermediate Similarity	0.7113	NPC148889
Intermediate Similarity	0.7111	NPC96405
Intermediate Similarity	0.7111	NPC171409
Intermediate Similarity	0.7107	NPC471891
Intermediate Similarity	0.7105	NPC469594
Intermediate Similarity	0.7104	NPC285558
Intermediate Similarity	0.7104	NPC475070
Intermediate Similarity	0.7093	NPC274982
Intermediate Similarity	0.7091	NPC211813
Intermediate Similarity	0.7089	NPC296527
Intermediate Similarity	0.7089	NPC470017
Intermediate Similarity	0.7082	NPC110151
Intermediate Similarity	0.7082	NPC473185
Intermediate Similarity	0.708	NPC271215
Intermediate Similarity	0.708	NPC149471
Intermediate Similarity	0.708	NPC471080
Intermediate Similarity	0.708	NPC469592
Intermediate Similarity	0.7079	NPC177404
Intermediate Similarity	0.7076	NPC96584
Intermediate Similarity	0.7076	NPC255800
Intermediate Similarity	0.7062	NPC284678
Intermediate Similarity	0.7059	NPC470022
Intermediate Similarity	0.7056	NPC76748
Intermediate Similarity	0.7056	NPC280272
Intermediate Similarity	0.7048	NPC235076
Intermediate Similarity	0.7035	NPC251160
Intermediate Similarity	0.7035	NPC94157
Intermediate Similarity	0.7032	NPC18487
Intermediate Similarity	0.7032	NPC128823
Intermediate Similarity	0.7023	NPC92111
Intermediate Similarity	0.7019	NPC150048
Intermediate Similarity	0.7019	NPC203754
Intermediate Similarity	0.7015	NPC26850
Intermediate Similarity	0.7014	NPC470678
Intermediate Similarity	0.7012	NPC72905
Intermediate Similarity	0.7012	NPC152620
Intermediate Similarity	0.7004	NPC141053
Intermediate Similarity	0.7004	NPC472435
Remote Similarity	0.6995	NPC48192
Remote Similarity	0.6991	NPC99666
Remote Similarity	0.6987	NPC472061
Remote Similarity	0.6983	NPC470501
Remote Similarity	0.6983	NPC142385
Remote Similarity	0.6982	NPC53144
Remote Similarity	0.6981	NPC284559
Remote Similarity	0.6981	NPC62069
Remote Similarity	0.6972	NPC473053
Remote Similarity	0.6971	NPC99891
Remote Similarity	0.6966	NPC132631
Remote Similarity	0.6966	NPC103687
Remote Similarity	0.6963	NPC206251
Remote Similarity	0.6963	NPC74382
Remote Similarity	0.696	NPC473180
Remote Similarity	0.6958	NPC11408
Remote Similarity	0.6957	NPC23614
Remote Similarity	0.6957	NPC100079
Remote Similarity	0.6953	NPC322482
Remote Similarity	0.6951	NPC137929
Remote Similarity	0.6951	NPC164374
Remote Similarity	0.6944	NPC469390
Remote Similarity	0.6943	NPC288349
Remote Similarity	0.694	NPC470502
Remote Similarity	0.6934	NPC48938
Remote Similarity	0.693	NPC110741
Remote Similarity	0.693	NPC242928
Remote Similarity	0.6926	NPC46451
Remote Similarity	0.6926	NPC148409

Drug Structure

NPD1856 OpenBabel08211701392D 24 26 0 0 0 0 0 0 0 0999 V2000 -7.7942 -1.5000 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 -5.1962 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 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 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 -0.0000 1.0000 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 -5.1962 0.0000 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 -1.7321 0.0000 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 -6.0622 -0.5000 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 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 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 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 4 11 1 0 0 0 0 5 13 1 0 0 0 0 6 19 2 0 0 0 0 7 9 2 0 0 0 0 7 12 1 0 0 0 0 8 9 1 0 0 0 0 8 20 2 0 0 0 0 9 17 1 0 0 0 0 10 11 2 0 0 0 0 10 14 1 0 0 0 0 11 16 1 0 0 0 0 12 15 2 0 0 0 0 12 21 1 0 0 0 0 13 14 2 0 0 0 0 13 23 1 0 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 15 20 1 0 0 0 0 16 21 2 3 0 0 0 16 22 1 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005715
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	347.02
ALogP	1.1446
MLogP	2.45
XLogP	3.5
HDA	4
HBD	1
Rotatable Bonds	7
TPSA	67.6
RO5 Violation	0