NPASS drugs

Drug Information

Drug ID:	NPD5490
Drug Name:	A-81988
Molecular Formula:	C23H22N6O2
Canonical SMILES:	CCCN(c1ncccc1C(=O)O)Cc1ccc(cc1)c1ccccc1c1n[nH]nn1
Standard InCHI:	InChI=1S/C23H22N6O2/c1-2-14-29(22-20(23(30)31)8-5-13-24-22)15-16-9-11-17(12-10-16)18-6-3-4-7-19(18)21-25-27-28-26-21/h3-13H,2,14-15H2,1H3,(H,30,31)(H,25,26,27,28)
Standard InCHIKey:	DLMNZGAILMQDHA-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5490

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	339
0.1-0.2	2430
0.2-0.3	10185
0.3-0.4	12555
0.4-0.5	3007
0.5-0.6	1754
0.6-0.7	612
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	0.7668	NPC116622
Intermediate Similarity	0.7429	NPC474916
Intermediate Similarity	0.7364	NPC62995
Intermediate Similarity	0.7157	NPC164340
Intermediate Similarity	0.712	NPC167400
Intermediate Similarity	0.7101	NPC285923
Intermediate Similarity	0.7078	NPC243850
Intermediate Similarity	0.7048	NPC44354
Remote Similarity	0.6979	NPC230085
Remote Similarity	0.6979	NPC159630
Remote Similarity	0.6972	NPC57398
Remote Similarity	0.6954	NPC263455
Remote Similarity	0.6909	NPC289086
Remote Similarity	0.6904	NPC312860
Remote Similarity	0.6844	NPC471603
Remote Similarity	0.684	NPC278434
Remote Similarity	0.684	NPC229893
Remote Similarity	0.6818	NPC107287
Remote Similarity	0.6816	NPC63041
Remote Similarity	0.6815	NPC74619
Remote Similarity	0.6798	NPC477908
Remote Similarity	0.6798	NPC206343
Remote Similarity	0.6798	NPC6981
Remote Similarity	0.6786	NPC304179
Remote Similarity	0.6786	NPC112741
Remote Similarity	0.6786	NPC472550
Remote Similarity	0.6786	NPC48042
Remote Similarity	0.677	NPC153980
Remote Similarity	0.677	NPC6865
Remote Similarity	0.6769	NPC294579
Remote Similarity	0.6769	NPC144779
Remote Similarity	0.6767	NPC130570
Remote Similarity	0.6766	NPC113812
Remote Similarity	0.6754	NPC42678
Remote Similarity	0.6754	NPC470306
Remote Similarity	0.6754	NPC477909
Remote Similarity	0.6754	NPC477907
Remote Similarity	0.6739	NPC216428
Remote Similarity	0.6739	NPC301368
Remote Similarity	0.6739	NPC472555
Remote Similarity	0.6739	NPC84815
Remote Similarity	0.6731	NPC476419
Remote Similarity	0.6729	NPC472289
Remote Similarity	0.6726	NPC72956
Remote Similarity	0.6725	NPC471014
Remote Similarity	0.6725	NPC475408
Remote Similarity	0.6725	NPC471016
Remote Similarity	0.6724	NPC127720
Remote Similarity	0.6724	NPC127026
Remote Similarity	0.6714	NPC317010
Remote Similarity	0.6707	NPC63109
Remote Similarity	0.6698	NPC207851
Remote Similarity	0.6697	NPC471944
Remote Similarity	0.6696	NPC472553
Remote Similarity	0.6696	NPC62367
Remote Similarity	0.6695	NPC471980
Remote Similarity	0.6683	NPC317054
Remote Similarity	0.6683	NPC98187
Remote Similarity	0.6667	NPC282247
Remote Similarity	0.6667	NPC273532
Remote Similarity	0.6667	NPC282103
Remote Similarity	0.6652	NPC477911
Remote Similarity	0.6652	NPC82370
Remote Similarity	0.6651	NPC146724
Remote Similarity	0.6638	NPC319128
Remote Similarity	0.6638	NPC228331
Remote Similarity	0.6638	NPC4421
Remote Similarity	0.6623	NPC471193
Remote Similarity	0.6623	NPC473115
Remote Similarity	0.6623	NPC471194
Remote Similarity	0.6623	NPC212768
Remote Similarity	0.6623	NPC75600
Remote Similarity	0.6623	NPC158020
Remote Similarity	0.6623	NPC6576
Remote Similarity	0.6623	NPC473089
Remote Similarity	0.662	NPC83111
Remote Similarity	0.6609	NPC471192
Remote Similarity	0.6609	NPC477910
Remote Similarity	0.6609	NPC177996
Remote Similarity	0.6609	NPC477912
Remote Similarity	0.6609	NPC147983
Remote Similarity	0.6607	NPC472259
Remote Similarity	0.6602	NPC41717
Remote Similarity	0.6596	NPC477899
Remote Similarity	0.6596	NPC477900
Remote Similarity	0.6596	NPC477902
Remote Similarity	0.6596	NPC328154
Remote Similarity	0.6595	NPC48317
Remote Similarity	0.6593	NPC116555
Remote Similarity	0.659	NPC138370
Remote Similarity	0.6587	NPC249614
Remote Similarity	0.6583	NPC327769
Remote Similarity	0.658	NPC114310
Remote Similarity	0.658	NPC27041
Remote Similarity	0.6578	NPC309498
Remote Similarity	0.6568	NPC473506
Remote Similarity	0.6567	NPC477901
Remote Similarity	0.656	NPC56170
Remote Similarity	0.6557	NPC171393
Remote Similarity	0.6557	NPC295452
Remote Similarity	0.6553	NPC76565
Remote Similarity	0.6553	NPC250807
Remote Similarity	0.6553	NPC57797
Remote Similarity	0.655	NPC476467
Remote Similarity	0.654	NPC122968
Remote Similarity	0.654	NPC328186
Remote Similarity	0.654	NPC476110
Remote Similarity	0.654	NPC477787
Remote Similarity	0.654	NPC228377
Remote Similarity	0.654	NPC211920
Remote Similarity	0.654	NPC87152
Remote Similarity	0.654	NPC124029
Remote Similarity	0.654	NPC475600
Remote Similarity	0.654	NPC475631
Remote Similarity	0.6538	NPC473317
Remote Similarity	0.6538	NPC477903
Remote Similarity	0.6528	NPC29702
Remote Similarity	0.6527	NPC316841
Remote Similarity	0.6527	NPC477906
Remote Similarity	0.6527	NPC475303
Remote Similarity	0.6527	NPC475596
Remote Similarity	0.6525	NPC475498
Remote Similarity	0.6525	NPC473850
Remote Similarity	0.6525	NPC475137
Remote Similarity	0.6522	NPC165837
Remote Similarity	0.652	NPC266249
Remote Similarity	0.6516	NPC329024
Remote Similarity	0.6513	NPC475644
Remote Similarity	0.6513	NPC470486
Remote Similarity	0.6513	NPC471977
Remote Similarity	0.6513	NPC471190
Remote Similarity	0.6511	NPC220851
Remote Similarity	0.6511	NPC235364
Remote Similarity	0.6509	NPC267811
Remote Similarity	0.65	NPC135950
Remote Similarity	0.65	NPC202812
Remote Similarity	0.65	NPC30456
Remote Similarity	0.6498	NPC148860
Remote Similarity	0.6498	NPC321708
Remote Similarity	0.6496	NPC276657
Remote Similarity	0.6495	NPC243058
Remote Similarity	0.6494	NPC264674
Remote Similarity	0.6491	NPC472752
Remote Similarity	0.649	NPC70949
Remote Similarity	0.6488	NPC477549
Remote Similarity	0.6486	NPC131887
Remote Similarity	0.648	NPC471536
Remote Similarity	0.6478	NPC323551
Remote Similarity	0.6478	NPC280473
Remote Similarity	0.6471	NPC285411
Remote Similarity	0.6471	NPC14116
Remote Similarity	0.6471	NPC475601
Remote Similarity	0.6471	NPC146824
Remote Similarity	0.6463	NPC123839
Remote Similarity	0.6463	NPC309845
Remote Similarity	0.6458	NPC150698
Remote Similarity	0.6458	NPC473689
Remote Similarity	0.6458	NPC96801
Remote Similarity	0.6458	NPC292416
Remote Similarity	0.6457	NPC123395
Remote Similarity	0.6457	NPC103361
Remote Similarity	0.6456	NPC125597
Remote Similarity	0.6456	NPC26881
Remote Similarity	0.6455	NPC103230
Remote Similarity	0.645	NPC51008
Remote Similarity	0.645	NPC41724
Remote Similarity	0.6446	NPC170751
Remote Similarity	0.6446	NPC475406
Remote Similarity	0.6445	NPC139763
Remote Similarity	0.6445	NPC469938
Remote Similarity	0.6444	NPC328318
Remote Similarity	0.6444	NPC475362
Remote Similarity	0.6444	NPC328596
Remote Similarity	0.6444	NPC134384
Remote Similarity	0.6444	NPC311196
Remote Similarity	0.6441	NPC473814
Remote Similarity	0.6441	NPC477788
Remote Similarity	0.6441	NPC227582
Remote Similarity	0.6441	NPC78767
Remote Similarity	0.6441	NPC90229
Remote Similarity	0.6432	NPC320324
Remote Similarity	0.6432	NPC244839
Remote Similarity	0.6432	NPC319880
Remote Similarity	0.6429	NPC470279
Remote Similarity	0.6425	NPC93390
Remote Similarity	0.6425	NPC265100
Remote Similarity	0.6425	NPC97367
Remote Similarity	0.642	NPC38959
Remote Similarity	0.642	NPC327904
Remote Similarity	0.6417	NPC91125
Remote Similarity	0.6413	NPC59033
Remote Similarity	0.6413	NPC324245
Remote Similarity	0.6413	NPC320748
Remote Similarity	0.6413	NPC67288
Remote Similarity	0.6413	NPC317672
Remote Similarity	0.6407	NPC118940
Remote Similarity	0.6406	NPC90415
Remote Similarity	0.6405	NPC237702
Remote Similarity	0.6402	NPC271792
Remote Similarity	0.6402	NPC471997

Drug Structure

NPD5490 OpenBabel08211708292D 33 36 0 0 0 0 0 0 0 0999 V2000 -1.8814 5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 4.8364 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 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8814 0.3364 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 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7167 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1494 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7167 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0154 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0154 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1494 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 2.3364 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 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 1.8364 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 -1.8814 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6135 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0154 1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 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 -1.8814 3.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.6135 3.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4795 1.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 -1.7796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4795 0.8364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 14 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 5 13 1 0 0 0 0 6 18 2 0 0 0 0 7 19 2 0 0 0 0 8 20 1 0 0 0 0 9 11 1 0 0 0 0 9 16 2 0 0 0 0 10 12 2 0 0 0 0 10 16 1 0 0 0 0 11 17 2 0 0 0 0 12 17 1 0 0 0 0 13 24 2 0 0 0 0 14 29 1 0 0 0 0 15 16 1 0 0 0 0 15 29 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 19 21 1 0 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 21 25 2 0 0 0 0 21 26 1 0 0 0 0 22 24 1 0 0 0 0 22 29 1 0 0 0 0 23 30 2 0 0 0 0 23 31 1 0 0 0 0 25 27 1 0 0 0 0 26 28 2 0 0 0 0 27 28 1 0 0 0 0 27 32 1 0 0 0 0 31 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000787
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	414.18
ALogP	-0.8605
MLogP	3.11
XLogP	6.764
HDA	8
HBD	2
Rotatable Bonds	10
TPSA	107.89
RO5 Violation	1