NPASS drugs

Drug Information

Drug ID:	NPD6458
Drug Name:	CB-30865
Molecular Formula:	C26H22BrN5O2
Canonical SMILES:	C#CCN(c1ccc(cc1)C(=O)NCc1cccnc1)Cc1cc2c(O)nc(nc2cc1Br)C
Standard InCHI:	InChI=1S/C26H22BrN5O2/c1-3-11-32(16-20-12-22-24(13-23(20)27)30-17(2)31-26(22)34)21-8-6-19(7-9-21)25(33)29-15-18-5-4-10-28-14-18/h1,4-10,12-14H,11,15-16H2,2H3,(H,29,33)(H,30,31,34)
Standard InCHIKey:	SHNBLWMBWXIKMR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6458

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	532
0.1-0.2	4993
0.2-0.3	8511
0.3-0.4	12537
0.4-0.5	2083
0.5-0.6	1795
0.6-0.7	430
0.7-0.8	9
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	0.7567	NPC77101
Intermediate Similarity	0.7108	NPC156003
Intermediate Similarity	0.7107	NPC237740
Intermediate Similarity	0.708	NPC116622
Intermediate Similarity	0.7074	NPC472289
Intermediate Similarity	0.7072	NPC63109
Intermediate Similarity	0.7072	NPC475746
Intermediate Similarity	0.7026	NPC117980
Intermediate Similarity	0.7016	NPC130570
Remote Similarity	0.6985	NPC471536
Remote Similarity	0.6875	NPC477549
Remote Similarity	0.686	NPC37152
Remote Similarity	0.6854	NPC74619
Remote Similarity	0.685	NPC477112
Remote Similarity	0.6844	NPC208060
Remote Similarity	0.684	NPC220851
Remote Similarity	0.683	NPC164664
Remote Similarity	0.6825	NPC132631
Remote Similarity	0.6825	NPC103687
Remote Similarity	0.6824	NPC935
Remote Similarity	0.6824	NPC267078
Remote Similarity	0.6812	NPC477891
Remote Similarity	0.6808	NPC295452
Remote Similarity	0.6808	NPC171393
Remote Similarity	0.6803	NPC309845
Remote Similarity	0.68	NPC476688
Remote Similarity	0.68	NPC105758
Remote Similarity	0.68	NPC476686
Remote Similarity	0.6797	NPC474357
Remote Similarity	0.6792	NPC328318
Remote Similarity	0.6792	NPC328596
Remote Similarity	0.6787	NPC48317
Remote Similarity	0.6786	NPC278874
Remote Similarity	0.677	NPC97902
Remote Similarity	0.6758	NPC200553
Remote Similarity	0.6758	NPC279189
Remote Similarity	0.6748	NPC153980
Remote Similarity	0.6748	NPC6865
Remote Similarity	0.6747	NPC475736
Remote Similarity	0.6739	NPC144114
Remote Similarity	0.6738	NPC254762
Remote Similarity	0.6721	NPC477610
Remote Similarity	0.6719	NPC470323
Remote Similarity	0.6708	NPC317373
Remote Similarity	0.6707	NPC72956
Remote Similarity	0.6705	NPC174489
Remote Similarity	0.668	NPC471603
Remote Similarity	0.668	NPC128084
Remote Similarity	0.668	NPC162002
Remote Similarity	0.668	NPC264285
Remote Similarity	0.6679	NPC17487
Remote Similarity	0.6679	NPC201831
Remote Similarity	0.6667	NPC62995
Remote Similarity	0.6667	NPC327592
Remote Similarity	0.6667	NPC177996
Remote Similarity	0.6667	NPC147983
Remote Similarity	0.6654	NPC477108
Remote Similarity	0.6654	NPC477107
Remote Similarity	0.6654	NPC26641
Remote Similarity	0.6654	NPC477109
Remote Similarity	0.664	NPC469727
Remote Similarity	0.6613	NPC471194
Remote Similarity	0.6613	NPC471193
Remote Similarity	0.661	NPC83111
Remote Similarity	0.6607	NPC224632
Remote Similarity	0.66	NPC322064
Remote Similarity	0.66	NPC471192
Remote Similarity	0.6598	NPC477004
Remote Similarity	0.6586	NPC282247
Remote Similarity	0.6585	NPC477111
Remote Similarity	0.6562	NPC2497
Remote Similarity	0.6561	NPC474195
Remote Similarity	0.6561	NPC276657
Remote Similarity	0.6555	NPC304187
Remote Similarity	0.6555	NPC477166
Remote Similarity	0.6549	NPC322482
Remote Similarity	0.6548	NPC477609
Remote Similarity	0.6546	NPC207020
Remote Similarity	0.6545	NPC243850
Remote Similarity	0.6529	NPC475914
Remote Similarity	0.6529	NPC474318
Remote Similarity	0.6529	NPC220797
Remote Similarity	0.6529	NPC153123
Remote Similarity	0.6529	NPC201266
Remote Similarity	0.6529	NPC268744
Remote Similarity	0.6528	NPC142385
Remote Similarity	0.6527	NPC184225
Remote Similarity	0.6523	NPC474196
Remote Similarity	0.652	NPC317752
Remote Similarity	0.6513	NPC245055
Remote Similarity	0.6512	NPC471762
Remote Similarity	0.651	NPC16352
Remote Similarity	0.6508	NPC27041
Remote Similarity	0.6504	NPC82053
Remote Similarity	0.6504	NPC208522
Remote Similarity	0.6504	NPC477113
Remote Similarity	0.6502	NPC13456
Remote Similarity	0.6502	NPC77241
Remote Similarity	0.6502	NPC166209
Remote Similarity	0.6502	NPC269203
Remote Similarity	0.65	NPC63031
Remote Similarity	0.6491	NPC72905
Remote Similarity	0.6488	NPC131887
Remote Similarity	0.6488	NPC474916
Remote Similarity	0.6486	NPC326363
Remote Similarity	0.6485	NPC477167
Remote Similarity	0.6485	NPC473342
Remote Similarity	0.648	NPC318299
Remote Similarity	0.648	NPC473218
Remote Similarity	0.648	NPC470702
Remote Similarity	0.6479	NPC178858
Remote Similarity	0.6468	NPC477110
Remote Similarity	0.6459	NPC476818
Remote Similarity	0.6457	NPC269270
Remote Similarity	0.6454	NPC250448
Remote Similarity	0.6454	NPC470703
Remote Similarity	0.645	NPC325976
Remote Similarity	0.6448	NPC477608
Remote Similarity	0.6448	NPC66777
Remote Similarity	0.6448	NPC477607
Remote Similarity	0.6446	NPC90229
Remote Similarity	0.6437	NPC477516
Remote Similarity	0.6437	NPC472064
Remote Similarity	0.6437	NPC476121
Remote Similarity	0.6437	NPC476124
Remote Similarity	0.6434	NPC470018
Remote Similarity	0.6432	NPC97367
Remote Similarity	0.6431	NPC14686
Remote Similarity	0.6426	NPC61038
Remote Similarity	0.6423	NPC216369
Remote Similarity	0.6423	NPC53144
Remote Similarity	0.6423	NPC200836
Remote Similarity	0.6423	NPC478006
Remote Similarity	0.642	NPC474389
Remote Similarity	0.6411	NPC270918
Remote Similarity	0.6409	NPC157931
Remote Similarity	0.6407	NPC51854
Remote Similarity	0.6406	NPC473317
Remote Similarity	0.64	NPC303951
Remote Similarity	0.6397	NPC314882
Remote Similarity	0.6395	NPC157583
Remote Similarity	0.639	NPC88315
Remote Similarity	0.6382	NPC57398
Remote Similarity	0.638	NPC478010
Remote Similarity	0.638	NPC478009
Remote Similarity	0.6379	NPC227582
Remote Similarity	0.6375	NPC23294
Remote Similarity	0.6374	NPC49547
Remote Similarity	0.6374	NPC207686
Remote Similarity	0.6371	NPC319232
Remote Similarity	0.6371	NPC175602
Remote Similarity	0.6371	NPC60006
Remote Similarity	0.6371	NPC24370
Remote Similarity	0.6371	NPC214142
Remote Similarity	0.637	NPC9729
Remote Similarity	0.6367	NPC272174
Remote Similarity	0.6367	NPC303820
Remote Similarity	0.6367	NPC39092
Remote Similarity	0.6367	NPC205254
Remote Similarity	0.6367	NPC106771
Remote Similarity	0.6367	NPC23420
Remote Similarity	0.6364	NPC93390
Remote Similarity	0.636	NPC80596
Remote Similarity	0.636	NPC470730
Remote Similarity	0.636	NPC115595
Remote Similarity	0.636	NPC477175
Remote Similarity	0.635	NPC284888
Remote Similarity	0.6349	NPC110182
Remote Similarity	0.6346	NPC261251
Remote Similarity	0.6346	NPC118559
Remote Similarity	0.6346	NPC304307
Remote Similarity	0.6346	NPC124920
Remote Similarity	0.6346	NPC34580
Remote Similarity	0.6346	NPC323244
Remote Similarity	0.6344	NPC315467
Remote Similarity	0.6341	NPC475935
Remote Similarity	0.6341	NPC52909
Remote Similarity	0.6341	NPC471944
Remote Similarity	0.6341	NPC94211
Remote Similarity	0.634	NPC28945
Remote Similarity	0.6337	NPC222018
Remote Similarity	0.6336	NPC475969
Remote Similarity	0.6336	NPC475859
Remote Similarity	0.6332	NPC245348
Remote Similarity	0.6332	NPC125597
Remote Similarity	0.6324	NPC207866
Remote Similarity	0.6324	NPC137353
Remote Similarity	0.6322	NPC45850
Remote Similarity	0.6322	NPC100547
Remote Similarity	0.6322	NPC474180
Remote Similarity	0.6322	NPC188821
Remote Similarity	0.632	NPC39679
Remote Similarity	0.6318	NPC216612
Remote Similarity	0.6316	NPC211813
Remote Similarity	0.6316	NPC472069
Remote Similarity	0.6316	NPC472062
Remote Similarity	0.6316	NPC472063
Remote Similarity	0.6314	NPC477114
Remote Similarity	0.6314	NPC267811
Remote Similarity	0.6312	NPC328924

Drug Structure

NPD6458 OpenBabel08211710072D 36 39 0 0 0 0 0 0 0 0999 V2000 1.7321 -7.0000 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 1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 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 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 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 7.7942 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 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 0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -6.5000 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 0.8660 -4.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 3 0 0 0 0 2 17 1 0 0 0 0 3 11 1 0 0 0 0 4 5 2 0 0 0 0 4 10 1 0 0 0 0 5 18 1 0 0 0 0 6 8 1 0 0 0 0 6 19 2 0 0 0 0 7 9 2 0 0 0 0 7 19 1 0 0 0 0 8 21 2 0 0 0 0 9 21 1 0 0 0 0 10 28 2 0 0 0 0 11 32 1 0 0 0 0 12 20 2 0 0 0 0 12 22 1 0 0 0 0 13 23 2 0 0 0 0 13 24 1 0 0 0 0 14 18 2 0 0 0 0 14 28 1 0 0 0 0 15 18 1 0 0 0 0 15 29 1 0 0 0 0 16 20 1 0 0 0 0 16 32 1 0 0 0 0 17 30 2 0 0 0 0 17 31 1 0 0 0 0 19 25 1 0 0 0 0 20 23 1 0 0 0 0 21 32 1 0 0 0 0 22 24 2 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 24 30 1 0 0 0 0 25 29 1 0 0 0 0 25 33 2 0 0 0 0 26 31 2 0 0 0 0 26 34 1 0 0 0 0 29 35 1 0 0 0 0 34 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002584
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	515.10
ALogP	0.6579
MLogP	3.44
XLogP	4.437
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	91.24
RO5 Violation	0