NPASS drugs

Drug Information

Drug ID:	NPD1922
Drug Name:	ADCI
Molecular Formula:	C16H14N2O
Canonical SMILES:	OC(=N)C12NC(c3c2cccc3)Cc2c1cccc2
Standard InCHI:	InChI=1S/C16H14N2O/c17-15(19)16-12-7-3-1-5-10(12)9-14(18-16)11-6-2-4-8-13(11)16/h1-8,14,18H,9H2,(H2,17,19)
Standard InCHIKey:	IFLVGRRVGPXYON-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1922

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	171
0.1-0.2	979
0.2-0.3	6459
0.3-0.4	11663
0.4-0.5	8416
0.5-0.6	2755
0.6-0.7	434
0.7-0.8	13
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	0.7768	NPC329430
Intermediate Similarity	0.7581	NPC101139
Intermediate Similarity	0.7231	NPC273830
Intermediate Similarity	0.7214	NPC170170
Intermediate Similarity	0.7214	NPC219233
Intermediate Similarity	0.7214	NPC211468
Intermediate Similarity	0.7207	NPC258046
Intermediate Similarity	0.7193	NPC470926
Intermediate Similarity	0.7179	NPC311242
Intermediate Similarity	0.7163	NPC323123
Intermediate Similarity	0.7154	NPC326232
Intermediate Similarity	0.7133	NPC472103
Intermediate Similarity	0.7111	NPC40488
Remote Similarity	0.697	NPC71684
Remote Similarity	0.6967	NPC147000
Remote Similarity	0.6967	NPC150254
Remote Similarity	0.6967	NPC226778
Remote Similarity	0.6967	NPC304761
Remote Similarity	0.6957	NPC172128
Remote Similarity	0.6918	NPC264589
Remote Similarity	0.6906	NPC208757
Remote Similarity	0.6905	NPC319579
Remote Similarity	0.6897	NPC226438
Remote Similarity	0.6875	NPC169016
Remote Similarity	0.687	NPC470877
Remote Similarity	0.6853	NPC243162
Remote Similarity	0.6842	NPC475915
Remote Similarity	0.6825	NPC24777
Remote Similarity	0.6825	NPC65855
Remote Similarity	0.6825	NPC292758
Remote Similarity	0.681	NPC74936
Remote Similarity	0.681	NPC159178
Remote Similarity	0.681	NPC316108
Remote Similarity	0.681	NPC121872
Remote Similarity	0.681	NPC209764
Remote Similarity	0.681	NPC471307
Remote Similarity	0.681	NPC141139
Remote Similarity	0.681	NPC78041
Remote Similarity	0.6803	NPC327226
Remote Similarity	0.6786	NPC33338
Remote Similarity	0.6786	NPC302171
Remote Similarity	0.6786	NPC300020
Remote Similarity	0.6774	NPC211551
Remote Similarity	0.6761	NPC478140
Remote Similarity	0.6733	NPC207824
Remote Similarity	0.6733	NPC60538
Remote Similarity	0.6723	NPC303045
Remote Similarity	0.6723	NPC161972
Remote Similarity	0.6723	NPC108339
Remote Similarity	0.6692	NPC470550
Remote Similarity	0.6692	NPC205652
Remote Similarity	0.6667	NPC25565
Remote Similarity	0.6667	NPC149379
Remote Similarity	0.6667	NPC239854
Remote Similarity	0.6645	NPC76213
Remote Similarity	0.6645	NPC277669
Remote Similarity	0.664	NPC67043
Remote Similarity	0.6639	NPC471309
Remote Similarity	0.6639	NPC322040
Remote Similarity	0.6637	NPC104070
Remote Similarity	0.6637	NPC119677
Remote Similarity	0.6612	NPC473501
Remote Similarity	0.6612	NPC475439
Remote Similarity	0.6603	NPC472121
Remote Similarity	0.6594	NPC477937
Remote Similarity	0.6593	NPC314192
Remote Similarity	0.6591	NPC470544
Remote Similarity	0.6587	NPC327481
Remote Similarity	0.6577	NPC472100
Remote Similarity	0.6565	NPC33742
Remote Similarity	0.6557	NPC164514
Remote Similarity	0.6557	NPC108606
Remote Similarity	0.6557	NPC226096
Remote Similarity	0.6557	NPC303611
Remote Similarity	0.6557	NPC290515
Remote Similarity	0.6544	NPC109151
Remote Similarity	0.6541	NPC317430
Remote Similarity	0.6541	NPC470545
Remote Similarity	0.6529	NPC471320
Remote Similarity	0.6529	NPC471319
Remote Similarity	0.6525	NPC255447
Remote Similarity	0.6519	NPC476990
Remote Similarity	0.6518	NPC192623
Remote Similarity	0.6513	NPC475763
Remote Similarity	0.6503	NPC267237
Remote Similarity	0.6503	NPC474473
Remote Similarity	0.65	NPC473322
Remote Similarity	0.65	NPC111428
Remote Similarity	0.6497	NPC85651
Remote Similarity	0.6493	NPC470546
Remote Similarity	0.648	NPC164859
Remote Similarity	0.6475	NPC33168
Remote Similarity	0.6474	NPC29647
Remote Similarity	0.6471	NPC202521
Remote Similarity	0.6466	NPC82963
Remote Similarity	0.6466	NPC14672
Remote Similarity	0.6466	NPC285926
Remote Similarity	0.6466	NPC315276
Remote Similarity	0.6463	NPC468984
Remote Similarity	0.6452	NPC214200
Remote Similarity	0.6452	NPC141353
Remote Similarity	0.6452	NPC2295
Remote Similarity	0.6452	NPC228400
Remote Similarity	0.6452	NPC477564
Remote Similarity	0.6449	NPC307020
Remote Similarity	0.6446	NPC215351
Remote Similarity	0.6446	NPC19679
Remote Similarity	0.6446	NPC20142
Remote Similarity	0.6443	NPC311330
Remote Similarity	0.6435	NPC133162
Remote Similarity	0.6433	NPC79328
Remote Similarity	0.6423	NPC252878
Remote Similarity	0.6418	NPC38458
Remote Similarity	0.6418	NPC311737
Remote Similarity	0.6412	NPC474584
Remote Similarity	0.6389	NPC141050
Remote Similarity	0.6383	NPC8305
Remote Similarity	0.6383	NPC66177
Remote Similarity	0.6383	NPC268763
Remote Similarity	0.6378	NPC476198
Remote Similarity	0.6377	NPC46427
Remote Similarity	0.6377	NPC6975
Remote Similarity	0.6364	NPC276949
Remote Similarity	0.6364	NPC476685
Remote Similarity	0.6364	NPC476689
Remote Similarity	0.6364	NPC35850
Remote Similarity	0.6364	NPC246913
Remote Similarity	0.6364	NPC469330
Remote Similarity	0.6364	NPC476687
Remote Similarity	0.6358	NPC185838
Remote Similarity	0.6357	NPC318965
Remote Similarity	0.6357	NPC302790
Remote Similarity	0.6346	NPC285469
Remote Similarity	0.6343	NPC147957
Remote Similarity	0.6341	NPC293628
Remote Similarity	0.6341	NPC122493
Remote Similarity	0.6341	NPC10781
Remote Similarity	0.6339	NPC12857
Remote Similarity	0.6338	NPC124802
Remote Similarity	0.6336	NPC329011
Remote Similarity	0.6335	NPC63751
Remote Similarity	0.6333	NPC314114
Remote Similarity	0.6331	NPC217277
Remote Similarity	0.6329	NPC68650
Remote Similarity	0.6327	NPC214988
Remote Similarity	0.6324	NPC283760
Remote Similarity	0.6316	NPC95783
Remote Similarity	0.6311	NPC58674
Remote Similarity	0.6304	NPC291027
Remote Similarity	0.6304	NPC317474
Remote Similarity	0.6304	NPC169485
Remote Similarity	0.6304	NPC213126
Remote Similarity	0.6304	NPC84281
Remote Similarity	0.6299	NPC88267
Remote Similarity	0.6299	NPC194390
Remote Similarity	0.6299	NPC113326
Remote Similarity	0.6299	NPC224610
Remote Similarity	0.6294	NPC89769
Remote Similarity	0.6294	NPC126859
Remote Similarity	0.6294	NPC259665
Remote Similarity	0.6291	NPC294249
Remote Similarity	0.6284	NPC476989
Remote Similarity	0.6282	NPC207726
Remote Similarity	0.628	NPC189812
Remote Similarity	0.628	NPC152212
Remote Similarity	0.628	NPC329688
Remote Similarity	0.6277	NPC200964
Remote Similarity	0.6275	NPC179825
Remote Similarity	0.6275	NPC321505
Remote Similarity	0.6275	NPC191376
Remote Similarity	0.6272	NPC15102
Remote Similarity	0.6271	NPC471638
Remote Similarity	0.6266	NPC36495
Remote Similarity	0.6259	NPC35996
Remote Similarity	0.6259	NPC132636
Remote Similarity	0.6259	NPC77992
Remote Similarity	0.625	NPC474695
Remote Similarity	0.625	NPC264580
Remote Similarity	0.625	NPC258627
Remote Similarity	0.625	NPC325662
Remote Similarity	0.625	NPC98269
Remote Similarity	0.6242	NPC314682
Remote Similarity	0.6235	NPC284183
Remote Similarity	0.6235	NPC4138
Remote Similarity	0.6235	NPC209377
Remote Similarity	0.6235	NPC121275
Remote Similarity	0.6234	NPC428
Remote Similarity	0.6234	NPC24233
Remote Similarity	0.6234	NPC246587
Remote Similarity	0.6234	NPC135538
Remote Similarity	0.6234	NPC476571
Remote Similarity	0.6234	NPC318086
Remote Similarity	0.6234	NPC147390
Remote Similarity	0.6233	NPC474855
Remote Similarity	0.6233	NPC475318
Remote Similarity	0.6233	NPC260045
Remote Similarity	0.6233	NPC49577
Remote Similarity	0.6233	NPC151706
Remote Similarity	0.6233	NPC474811
Remote Similarity	0.6233	NPC273907

Drug Structure

NPD1922 OpenBabel08211701392D 22 25 0 0 1 0 0 0 0 0999 V2000 -2.3388 0.6793 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6171 -0.4519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9466 1.4936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6171 0.4519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8297 -0.0675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8343 -0.9039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0453 1.5611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8343 0.9039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5362 -0.8143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9284 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0515 -0.4519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5362 0.8143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0515 0.4519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3449 -1.0156 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.5943 1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3449 1.0154 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.4948 1.9601 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 0.0781 2.6259 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8793 2.7780 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4519 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4626 3.4439 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 5 1 0 0 0 0 2 4 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 10 2 0 0 0 0 6 11 2 0 0 0 0 7 12 2 0 0 0 0 8 13 2 0 0 0 0 9 10 1 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 11 13 1 0 0 0 0 11 14 1 0 0 0 0 12 16 1 0 0 0 0 13 16 1 0 0 0 0 14 18 1 0 0 0 0 15 16 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 18 1 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008870
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	250.11
ALogP	-0.7749
MLogP	2.89
XLogP	4.36
HDA	3
HBD	3
Rotatable Bonds	2
TPSA	56.11
RO5 Violation	0