NPASS drugs

Drug Information

Drug ID:	NPD3776
Drug Name:	CGP-52411
Molecular Formula:	C20H15N3O2
Canonical SMILES:	OC1=NC(=O)c2c1cc(Nc1ccccc1)c(c2)Nc1ccccc1
Standard InCHI:	InChI=1S/C20H15N3O2/c24-19-15-11-17(21-13-7-3-1-4-8-13)18(12-16(15)20(25)23-19)22-14-9-5-2-6-10-14/h1-12,21-22H,(H,23,24,25)
Standard InCHIKey:	AAALVYBICLMAMA-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3776

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	278
0.1-0.2	1720
0.2-0.3	7534
0.3-0.4	8331
0.4-0.5	9734
0.5-0.6	2782
0.6-0.7	484
0.7-0.8	26
0.8-0.85	1
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	0.8053	NPC31700
Intermediate Similarity	0.7771	NPC471743
Intermediate Similarity	0.7709	NPC471742
Intermediate Similarity	0.764	NPC242933
Intermediate Similarity	0.759	NPC300596
Intermediate Similarity	0.759	NPC237649
Intermediate Similarity	0.7556	NPC470317
Intermediate Similarity	0.75	NPC472844
Intermediate Similarity	0.7429	NPC182131
Intermediate Similarity	0.7427	NPC132329
Intermediate Similarity	0.7312	NPC313293
Intermediate Similarity	0.7299	NPC27904
Intermediate Similarity	0.7268	NPC243058
Intermediate Similarity	0.7238	NPC219848
Intermediate Similarity	0.7229	NPC472241
Intermediate Similarity	0.7198	NPC256268
Intermediate Similarity	0.7151	NPC90415
Intermediate Similarity	0.7143	NPC314098
Intermediate Similarity	0.7135	NPC203635
Intermediate Similarity	0.7108	NPC472243
Intermediate Similarity	0.7101	NPC472242
Intermediate Similarity	0.7092	NPC314648
Intermediate Similarity	0.7083	NPC160898
Intermediate Similarity	0.7062	NPC88970
Intermediate Similarity	0.7044	NPC205946
Intermediate Similarity	0.7018	NPC107836
Intermediate Similarity	0.7011	NPC474041
Remote Similarity	0.6995	NPC141454
Remote Similarity	0.6984	NPC221873
Remote Similarity	0.6983	NPC471130
Remote Similarity	0.698	NPC471741
Remote Similarity	0.6979	NPC195314
Remote Similarity	0.697	NPC314855
Remote Similarity	0.697	NPC313345
Remote Similarity	0.697	NPC313796
Remote Similarity	0.697	NPC315638
Remote Similarity	0.6965	NPC9894
Remote Similarity	0.6959	NPC131887
Remote Similarity	0.6943	NPC150323
Remote Similarity	0.694	NPC475594
Remote Similarity	0.6939	NPC471944
Remote Similarity	0.6935	NPC315545
Remote Similarity	0.6935	NPC314297
Remote Similarity	0.6931	NPC473815
Remote Similarity	0.6902	NPC475607
Remote Similarity	0.6878	NPC160381
Remote Similarity	0.6872	NPC476231
Remote Similarity	0.6865	NPC474081
Remote Similarity	0.6832	NPC314834
Remote Similarity	0.6828	NPC475761
Remote Similarity	0.6818	NPC476073
Remote Similarity	0.6815	NPC229353
Remote Similarity	0.6784	NPC165599
Remote Similarity	0.677	NPC192533
Remote Similarity	0.6768	NPC472245
Remote Similarity	0.6766	NPC244741
Remote Similarity	0.6743	NPC288445
Remote Similarity	0.674	NPC189116
Remote Similarity	0.6715	NPC293151
Remote Similarity	0.6707	NPC150863
Remote Similarity	0.6707	NPC184437
Remote Similarity	0.6707	NPC253476
Remote Similarity	0.6699	NPC298449
Remote Similarity	0.6684	NPC83111
Remote Similarity	0.6683	NPC270918
Remote Similarity	0.6667	NPC303225
Remote Similarity	0.6667	NPC206186
Remote Similarity	0.6667	NPC328611
Remote Similarity	0.6667	NPC45850
Remote Similarity	0.6649	NPC49184
Remote Similarity	0.6634	NPC294375
Remote Similarity	0.6629	NPC254798
Remote Similarity	0.6604	NPC51388
Remote Similarity	0.6601	NPC283117
Remote Similarity	0.6601	NPC222561
Remote Similarity	0.6596	NPC14849
Remote Similarity	0.6593	NPC199737
Remote Similarity	0.6585	NPC303951
Remote Similarity	0.6578	NPC470548
Remote Similarity	0.6575	NPC36495
Remote Similarity	0.6571	NPC146370
Remote Similarity	0.6571	NPC478039
Remote Similarity	0.657	NPC43477
Remote Similarity	0.657	NPC250448
Remote Similarity	0.657	NPC2823
Remote Similarity	0.657	NPC89508
Remote Similarity	0.6569	NPC86834
Remote Similarity	0.6569	NPC39679
Remote Similarity	0.6569	NPC210828
Remote Similarity	0.6566	NPC280807
Remote Similarity	0.6566	NPC314431
Remote Similarity	0.6564	NPC317758
Remote Similarity	0.6561	NPC147298
Remote Similarity	0.6561	NPC182057
Remote Similarity	0.6561	NPC131450
Remote Similarity	0.6555	NPC312645
Remote Similarity	0.6554	NPC144691
Remote Similarity	0.6553	NPC23294
Remote Similarity	0.6546	NPC18890
Remote Similarity	0.6528	NPC150308
Remote Similarity	0.6526	NPC229893
Remote Similarity	0.6524	NPC474926
Remote Similarity	0.6524	NPC177261
Remote Similarity	0.6524	NPC264285
Remote Similarity	0.6522	NPC294620
Remote Similarity	0.652	NPC471155
Remote Similarity	0.6507	NPC322064
Remote Similarity	0.6503	NPC472121
Remote Similarity	0.6498	NPC474701
Remote Similarity	0.6489	NPC248862
Remote Similarity	0.6488	NPC207873
Remote Similarity	0.6488	NPC270241
Remote Similarity	0.6488	NPC90185
Remote Similarity	0.6488	NPC100573
Remote Similarity	0.6485	NPC57398
Remote Similarity	0.648	NPC92803
Remote Similarity	0.6478	NPC147957
Remote Similarity	0.6473	NPC87413
Remote Similarity	0.6471	NPC469671
Remote Similarity	0.6471	NPC225400
Remote Similarity	0.6471	NPC126676
Remote Similarity	0.6471	NPC318183
Remote Similarity	0.6465	NPC202812
Remote Similarity	0.6462	NPC183805
Remote Similarity	0.6459	NPC118228
Remote Similarity	0.6457	NPC136002
Remote Similarity	0.6455	NPC84347
Remote Similarity	0.645	NPC474916
Remote Similarity	0.6448	NPC322644
Remote Similarity	0.6444	NPC295021
Remote Similarity	0.6443	NPC194040
Remote Similarity	0.644	NPC475685
Remote Similarity	0.6439	NPC470786
Remote Similarity	0.6439	NPC472538
Remote Similarity	0.6438	NPC1203
Remote Similarity	0.6432	NPC280799
Remote Similarity	0.6429	NPC471196
Remote Similarity	0.6429	NPC471195
Remote Similarity	0.6422	NPC132539
Remote Similarity	0.6417	NPC471778
Remote Similarity	0.641	NPC278434
Remote Similarity	0.6406	NPC274640
Remote Similarity	0.6402	NPC16352
Remote Similarity	0.6398	NPC278887
Remote Similarity	0.6395	NPC287358
Remote Similarity	0.6394	NPC82370
Remote Similarity	0.639	NPC300156
Remote Similarity	0.639	NPC45190
Remote Similarity	0.6386	NPC314278
Remote Similarity	0.6383	NPC112336
Remote Similarity	0.6383	NPC474814
Remote Similarity	0.6383	NPC292265
Remote Similarity	0.6379	NPC471164
Remote Similarity	0.6378	NPC204867
Remote Similarity	0.6373	NPC471785
Remote Similarity	0.6373	NPC470205
Remote Similarity	0.6368	NPC184408
Remote Similarity	0.6368	NPC67288
Remote Similarity	0.6364	NPC470971
Remote Similarity	0.6359	NPC62749
Remote Similarity	0.6358	NPC319645
Remote Similarity	0.6358	NPC315224
Remote Similarity	0.6358	NPC226143
Remote Similarity	0.6351	NPC6786
Remote Similarity	0.6351	NPC3207
Remote Similarity	0.635	NPC470787
Remote Similarity	0.635	NPC472539
Remote Similarity	0.635	NPC472540
Remote Similarity	0.6348	NPC315829
Remote Similarity	0.6341	NPC268534
Remote Similarity	0.6339	NPC153694
Remote Similarity	0.6339	NPC211525
Remote Similarity	0.6339	NPC76982
Remote Similarity	0.6335	NPC111275
Remote Similarity	0.633	NPC472118
Remote Similarity	0.6326	NPC144452
Remote Similarity	0.6326	NPC220851
Remote Similarity	0.6325	NPC470343
Remote Similarity	0.6325	NPC472244
Remote Similarity	0.6324	NPC471436
Remote Similarity	0.6323	NPC434
Remote Similarity	0.6319	NPC130931
Remote Similarity	0.6318	NPC316282
Remote Similarity	0.6318	NPC472542
Remote Similarity	0.6318	NPC472541
Remote Similarity	0.6313	NPC470018
Remote Similarity	0.6311	NPC471191
Remote Similarity	0.631	NPC209389
Remote Similarity	0.6308	NPC276657
Remote Similarity	0.6308	NPC225279
Remote Similarity	0.6308	NPC150239
Remote Similarity	0.6304	NPC103250
Remote Similarity	0.6298	NPC117032
Remote Similarity	0.6296	NPC45048
Remote Similarity	0.6295	NPC472207
Remote Similarity	0.6294	NPC476689
Remote Similarity	0.6294	NPC476685
Remote Similarity	0.6294	NPC476687
Remote Similarity	0.6294	NPC477998
Remote Similarity	0.6294	NPC246700

Drug Structure

NPD3776 OpenBabel08211704332D 28 31 0 0 0 0 0 0 0 0999 V2000 1.3956 -5.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5326 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3956 -4.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5296 -6.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 -1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5326 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5296 -4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -5.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -4.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 -1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 -4.0827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.9345 -3.0827 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 1.3849 -1.1215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6637 0.6386 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 -4.5827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9345 -4.0827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0540 -0.3783 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 23 2 0 0 0 0 19 24 1 0 0 0 0 20 23 1 0 0 0 0 20 25 2 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004712
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	329.12
ALogP	-1.6921
MLogP	3.11
XLogP	5.474
HDA	5
HBD	3
Rotatable Bonds	5
TPSA	73.72
RO5 Violation	1