NPASS drugs

Drug Information

Drug ID:	NPD5748
Drug Name:	Balicatib
Molecular Formula:	C23H33N5O2
Canonical SMILES:	CCCN1CCN(CC1)c1ccc(cc1)C(=O)NC1(CCCCC1)C(=NCC#N)O
Standard InCHI:	InChI=1S/C23H33N5O2/c1-2-14-27-15-17-28(18-16-27)20-8-6-19(7-9-20)21(29)26-23(10-4-3-5-11-23)22(30)25-13-12-24/h6-9H,2-5,10-11,13-18H2,1H3,(H,25,30)(H,26,29)
Standard InCHIKey:	LLCRBOWRJOUJAE-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5748

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	167
0.1-0.2	1221
0.2-0.3	7538
0.3-0.4	12469
0.4-0.5	6381
0.5-0.6	2513
0.6-0.7	552
0.7-0.8	49
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	0.7687	NPC314431
Intermediate Similarity	0.7679	NPC14849
Intermediate Similarity	0.7603	NPC322433
Intermediate Similarity	0.7597	NPC472241
Intermediate Similarity	0.7582	NPC472243
Intermediate Similarity	0.7561	NPC189116
Intermediate Similarity	0.756	NPC328611
Intermediate Similarity	0.7529	NPC131450
Intermediate Similarity	0.7529	NPC147298
Intermediate Similarity	0.7529	NPC182057
Intermediate Similarity	0.7469	NPC84317
Intermediate Similarity	0.7452	NPC472242
Intermediate Similarity	0.745	NPC472245
Intermediate Similarity	0.7383	NPC150863
Intermediate Similarity	0.7378	NPC154478
Intermediate Similarity	0.7361	NPC226143
Intermediate Similarity	0.7355	NPC242933
Intermediate Similarity	0.7353	NPC248862
Intermediate Similarity	0.7338	NPC287358
Intermediate Similarity	0.7219	NPC280807
Intermediate Similarity	0.7197	NPC2823
Intermediate Similarity	0.7188	NPC478039
Intermediate Similarity	0.7178	NPC117032
Intermediate Similarity	0.7171	NPC314098
Intermediate Similarity	0.7159	NPC471742
Intermediate Similarity	0.7143	NPC316104
Intermediate Similarity	0.7143	NPC162417
Intermediate Similarity	0.7115	NPC122553
Intermediate Similarity	0.711	NPC471743
Intermediate Similarity	0.7108	NPC104345
Intermediate Similarity	0.7102	NPC470317
Intermediate Similarity	0.7101	NPC471130
Intermediate Similarity	0.7089	NPC316202
Intermediate Similarity	0.7089	NPC471164
Intermediate Similarity	0.7083	NPC88970
Intermediate Similarity	0.7076	NPC472118
Intermediate Similarity	0.7067	NPC470343
Intermediate Similarity	0.7067	NPC474926
Intermediate Similarity	0.7067	NPC472244
Intermediate Similarity	0.7063	NPC57051
Intermediate Similarity	0.7063	NPC314186
Intermediate Similarity	0.7059	NPC182131
Intermediate Similarity	0.7041	NPC138293
Intermediate Similarity	0.7041	NPC113056
Intermediate Similarity	0.7037	NPC254798
Intermediate Similarity	0.7035	NPC292265
Intermediate Similarity	0.7035	NPC318183
Intermediate Similarity	0.7035	NPC355
Intermediate Similarity	0.7027	NPC71684
Remote Similarity	0.6994	NPC300596
Remote Similarity	0.6994	NPC237649
Remote Similarity	0.6987	NPC300299
Remote Similarity	0.6981	NPC43477
Remote Similarity	0.6964	NPC36495
Remote Similarity	0.6962	NPC83214
Remote Similarity	0.6962	NPC319645
Remote Similarity	0.6961	NPC313293
Remote Similarity	0.6935	NPC106118
Remote Similarity	0.6928	NPC111428
Remote Similarity	0.6923	NPC27904
Remote Similarity	0.6923	NPC253476
Remote Similarity	0.6923	NPC68650
Remote Similarity	0.6914	NPC475607
Remote Similarity	0.6913	NPC103292
Remote Similarity	0.6909	NPC314223
Remote Similarity	0.6894	NPC314287
Remote Similarity	0.6894	NPC478040
Remote Similarity	0.6887	NPC192533
Remote Similarity	0.6875	NPC474081
Remote Similarity	0.6875	NPC470301
Remote Similarity	0.6871	NPC470545
Remote Similarity	0.6867	NPC268534
Remote Similarity	0.6857	NPC475594
Remote Similarity	0.6857	NPC470548
Remote Similarity	0.6846	NPC112373
Remote Similarity	0.6846	NPC179605
Remote Similarity	0.6846	NPC279385
Remote Similarity	0.6846	NPC161956
Remote Similarity	0.6846	NPC258531
Remote Similarity	0.6842	NPC205946
Remote Similarity	0.6836	NPC475094
Remote Similarity	0.6833	NPC133003
Remote Similarity	0.6824	NPC470546
Remote Similarity	0.6818	NPC473322
Remote Similarity	0.6813	NPC315051
Remote Similarity	0.6803	NPC470544
Remote Similarity	0.6803	NPC239357
Remote Similarity	0.68	NPC257490
Remote Similarity	0.6784	NPC253667
Remote Similarity	0.6784	NPC35510
Remote Similarity	0.6781	NPC33742
Remote Similarity	0.6779	NPC177684
Remote Similarity	0.6779	NPC291962
Remote Similarity	0.6776	NPC22746
Remote Similarity	0.6774	NPC472539
Remote Similarity	0.6774	NPC472540
Remote Similarity	0.6774	NPC470787
Remote Similarity	0.6765	NPC473003
Remote Similarity	0.6765	NPC471122
Remote Similarity	0.6763	NPC279527
Remote Similarity	0.6763	NPC214960
Remote Similarity	0.675	NPC469560
Remote Similarity	0.6748	NPC136002
Remote Similarity	0.6747	NPC473329
Remote Similarity	0.6742	NPC475761
Remote Similarity	0.6742	NPC474041
Remote Similarity	0.674	NPC307396
Remote Similarity	0.6738	NPC472542
Remote Similarity	0.6738	NPC472541
Remote Similarity	0.6736	NPC270241
Remote Similarity	0.6732	NPC101719
Remote Similarity	0.6726	NPC469903
Remote Similarity	0.6725	NPC472102
Remote Similarity	0.6725	NPC309531
Remote Similarity	0.6719	NPC225400
Remote Similarity	0.6712	NPC276949
Remote Similarity	0.6712	NPC35850
Remote Similarity	0.6706	NPC61013
Remote Similarity	0.6704	NPC91179
Remote Similarity	0.6687	NPC132636
Remote Similarity	0.6686	NPC472121
Remote Similarity	0.6686	NPC476231
Remote Similarity	0.6684	NPC471155
Remote Similarity	0.6684	NPC470786
Remote Similarity	0.6684	NPC472538
Remote Similarity	0.6667	NPC469902
Remote Similarity	0.6667	NPC473002
Remote Similarity	0.6667	NPC193410
Remote Similarity	0.6667	NPC324445
Remote Similarity	0.6667	NPC222466
Remote Similarity	0.6667	NPC276085
Remote Similarity	0.6649	NPC276430
Remote Similarity	0.6649	NPC471199
Remote Similarity	0.6645	NPC39818
Remote Similarity	0.663	NPC470205
Remote Similarity	0.6628	NPC248117
Remote Similarity	0.6628	NPC474058
Remote Similarity	0.6627	NPC295021
Remote Similarity	0.6624	NPC255447
Remote Similarity	0.6624	NPC316746
Remote Similarity	0.6623	NPC27833
Remote Similarity	0.6623	NPC150323
Remote Similarity	0.6612	NPC94752
Remote Similarity	0.6612	NPC478077
Remote Similarity	0.6609	NPC471124
Remote Similarity	0.6608	NPC222029
Remote Similarity	0.6605	NPC207554
Remote Similarity	0.6604	NPC474473
Remote Similarity	0.6603	NPC209389
Remote Similarity	0.6601	NPC254698
Remote Similarity	0.66	NPC220698
Remote Similarity	0.6597	NPC471944
Remote Similarity	0.6595	NPC324091
Remote Similarity	0.6595	NPC471195
Remote Similarity	0.6595	NPC471196
Remote Similarity	0.659	NPC99632
Remote Similarity	0.659	NPC191863
Remote Similarity	0.659	NPC133470
Remote Similarity	0.659	NPC282339
Remote Similarity	0.659	NPC289776
Remote Similarity	0.6582	NPC53044
Remote Similarity	0.6582	NPC207428
Remote Similarity	0.6566	NPC471741
Remote Similarity	0.6564	NPC471574
Remote Similarity	0.6562	NPC173295
Remote Similarity	0.6561	NPC194562
Remote Similarity	0.6556	NPC219336
Remote Similarity	0.6546	NPC471191
Remote Similarity	0.6541	NPC316405
Remote Similarity	0.6538	NPC72473
Remote Similarity	0.6538	NPC307437
Remote Similarity	0.6538	NPC58827
Remote Similarity	0.6538	NPC159125
Remote Similarity	0.6534	NPC469904
Remote Similarity	0.6534	NPC470971
Remote Similarity	0.6522	NPC135601
Remote Similarity	0.6522	NPC141612
Remote Similarity	0.6522	NPC17273
Remote Similarity	0.6522	NPC471123
Remote Similarity	0.6517	NPC161861
Remote Similarity	0.6517	NPC177261
Remote Similarity	0.6515	NPC6865
Remote Similarity	0.6515	NPC153980
Remote Similarity	0.6513	NPC200964
Remote Similarity	0.6512	NPC123241
Remote Similarity	0.6503	NPC130251
Remote Similarity	0.6503	NPC228835
Remote Similarity	0.65	NPC15573
Remote Similarity	0.65	NPC147983
Remote Similarity	0.65	NPC217372
Remote Similarity	0.65	NPC177996
Remote Similarity	0.65	NPC183662
Remote Similarity	0.6486	NPC473815
Remote Similarity	0.6484	NPC113626
Remote Similarity	0.6478	NPC476685
Remote Similarity	0.6478	NPC476687
Remote Similarity	0.6478	NPC476689
Remote Similarity	0.6477	NPC472114
Remote Similarity	0.6477	NPC472115
Remote Similarity	0.6471	NPC92803

Drug Structure

NPD5748 OpenBabel08211708292D 32 34 0 0 0 0 0 0 0 0999 V2000 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7138 -3.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7479 -3.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4209 -3.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 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 -1.7321 0.0000 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 -4.4890 -2.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1621 -2.2588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5762 -0.1737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7067 -1.1652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 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 0.8660 1.5000 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 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 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9895 -1.3912 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 -7.4457 0.8177 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9134 -1.7739 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 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 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8590 -0.3998 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6523 0.2090 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 1 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 11 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 20 2 0 0 0 0 9 20 1 0 0 0 0 10 23 1 0 0 0 0 11 23 1 0 0 0 0 12 13 1 0 0 0 0 12 24 3 0 0 0 0 13 25 1 0 0 0 0 14 27 1 0 0 0 0 15 17 1 0 0 0 0 15 27 1 0 0 0 0 16 18 1 0 0 0 0 16 27 1 0 0 0 0 17 28 1 0 0 0 0 18 28 1 0 0 0 0 19 21 1 0 0 0 0 20 28 1 0 0 0 0 21 26 1 0 0 0 0 21 29 2 0 0 0 0 22 23 1 0 0 0 0 22 25 2 3 0 0 0 22 30 1 0 0 0 0 23 26 1 0 0 0 0 26 31 1 0 0 0 0 30 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000714
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10201696
ChEBI
CAS Number

Drug Properties

Molecular Weight	411.26
ALogP	-1.6735
MLogP	3.22
XLogP	2.164
HDA	7
HBD	2
Rotatable Bonds	10
TPSA	91.96
RO5 Violation	0