NPASS drugs

Drug Information

Drug ID:	NPD8169
Drug Name:	BILA-2157BS
Molecular Formula:	C39H62N6O5S
Canonical SMILES:	CC(C[C@@H]([C@@H]([C@@H](N=C([C@H](Cc1csc(=N)[nH]1)CC(=O)N(CC(=O)N(CCc1ccccn1)C)CC1CCCCC1)O)CC1CCCCC1)O)O)C
Standard InCHI:	InChI=1S/C39H62N6O5S/c1-27(2)20-34(46)37(49)33(21-28-12-6-4-7-13-28)43-38(50)30(22-32-26-51-39(40)42-32)23-35(47)45(24-29-14-8-5-9-15-29)25-36(48)44(3)19-17-31-16-10-11-18-41-31/h10-11,16,18,26-30,33-34,37,46,49H,4-9,12-15,17,19-25H2,1-3H3,(H2,40,42)(H,43,50)/t30-,33+,34+,37-/m1/s1
Standard InCHIKey:	RTFZIRGGIOYLOO-XNAGGRMISA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8169

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	195
0.1-0.2	1257
0.2-0.3	10035
0.3-0.4	14351
0.4-0.5	2135
0.5-0.6	2035
0.6-0.7	817
0.7-0.8	65
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	0.7793	NPC64216
Intermediate Similarity	0.7608	NPC320968
Intermediate Similarity	0.7559	NPC281049
Intermediate Similarity	0.7475	NPC94752
Intermediate Similarity	0.7427	NPC475506
Intermediate Similarity	0.7413	NPC117244
Intermediate Similarity	0.7413	NPC473763
Intermediate Similarity	0.7391	NPC155143
Intermediate Similarity	0.7371	NPC54744
Intermediate Similarity	0.7354	NPC63279
Intermediate Similarity	0.7346	NPC162860
Intermediate Similarity	0.7324	NPC31385
Intermediate Similarity	0.7324	NPC75726
Intermediate Similarity	0.7324	NPC110602
Intermediate Similarity	0.7321	NPC473376
Intermediate Similarity	0.7321	NPC297642
Intermediate Similarity	0.7309	NPC89987
Intermediate Similarity	0.7282	NPC171317
Intermediate Similarity	0.7282	NPC473640
Intermediate Similarity	0.7273	NPC19170
Intermediate Similarity	0.7264	NPC478158
Intermediate Similarity	0.7264	NPC223791
Intermediate Similarity	0.7264	NPC107077
Intermediate Similarity	0.7251	NPC54420
Intermediate Similarity	0.7246	NPC100321
Intermediate Similarity	0.7243	NPC75634
Intermediate Similarity	0.7232	NPC165743
Intermediate Similarity	0.7228	NPC213629
Intermediate Similarity	0.722	NPC294693
Intermediate Similarity	0.7188	NPC476446
Intermediate Similarity	0.7188	NPC78375
Intermediate Similarity	0.7188	NPC469813
Intermediate Similarity	0.7188	NPC474877
Intermediate Similarity	0.7188	NPC475969
Intermediate Similarity	0.7188	NPC475859
Intermediate Similarity	0.7176	NPC478157
Intermediate Similarity	0.7175	NPC297862
Intermediate Similarity	0.717	NPC323927
Intermediate Similarity	0.7163	NPC293917
Intermediate Similarity	0.7149	NPC476817
Intermediate Similarity	0.7143	NPC477175
Intermediate Similarity	0.7143	NPC477176
Intermediate Similarity	0.7143	NPC470729
Intermediate Similarity	0.7143	NPC470730
Intermediate Similarity	0.7137	NPC478028
Intermediate Similarity	0.7114	NPC228835
Intermediate Similarity	0.7111	NPC477177
Intermediate Similarity	0.711	NPC79386
Intermediate Similarity	0.7107	NPC469938
Intermediate Similarity	0.7095	NPC314056
Intermediate Similarity	0.7074	NPC478029
Intermediate Similarity	0.7062	NPC476874
Intermediate Similarity	0.7062	NPC182507
Intermediate Similarity	0.7048	NPC470497
Intermediate Similarity	0.7045	NPC315804
Intermediate Similarity	0.7045	NPC313804
Intermediate Similarity	0.7033	NPC478012
Intermediate Similarity	0.7033	NPC478011
Intermediate Similarity	0.7032	NPC238945
Intermediate Similarity	0.7027	NPC253987
Intermediate Similarity	0.7014	NPC300183
Intermediate Similarity	0.7009	NPC316403
Intermediate Similarity	0.7008	NPC478013
Intermediate Similarity	0.7004	NPC314176
Intermediate Similarity	0.7	NPC313421
Remote Similarity	0.6991	NPC69843
Remote Similarity	0.6986	NPC470731
Remote Similarity	0.6986	NPC470732
Remote Similarity	0.6986	NPC471192
Remote Similarity	0.6951	NPC312942
Remote Similarity	0.6951	NPC327095
Remote Similarity	0.6949	NPC477635
Remote Similarity	0.6949	NPC477630
Remote Similarity	0.6933	NPC314882
Remote Similarity	0.6927	NPC471193
Remote Similarity	0.6927	NPC6865
Remote Similarity	0.6927	NPC153980
Remote Similarity	0.6927	NPC471194
Remote Similarity	0.6923	NPC477714
Remote Similarity	0.692	NPC40455
Remote Similarity	0.6916	NPC314930
Remote Similarity	0.6916	NPC214827
Remote Similarity	0.6915	NPC11126
Remote Similarity	0.6908	NPC243716
Remote Similarity	0.6898	NPC127677
Remote Similarity	0.6885	NPC125181
Remote Similarity	0.6885	NPC242872
Remote Similarity	0.6885	NPC263117
Remote Similarity	0.6884	NPC477976
Remote Similarity	0.6881	NPC72956
Remote Similarity	0.6858	NPC24370
Remote Similarity	0.6858	NPC319232
Remote Similarity	0.6857	NPC315467
Remote Similarity	0.6852	NPC46225
Remote Similarity	0.6845	NPC17059
Remote Similarity	0.6833	NPC204491
Remote Similarity	0.683	NPC473317
Remote Similarity	0.682	NPC475024
Remote Similarity	0.6818	NPC478006
Remote Similarity	0.6814	NPC163055
Remote Similarity	0.681	NPC28945
Remote Similarity	0.6802	NPC477715
Remote Similarity	0.68	NPC314603
Remote Similarity	0.68	NPC155444
Remote Similarity	0.6798	NPC15840
Remote Similarity	0.6792	NPC470499
Remote Similarity	0.6779	NPC95783
Remote Similarity	0.6773	NPC151976
Remote Similarity	0.6768	NPC160105
Remote Similarity	0.6763	NPC472323
Remote Similarity	0.6761	NPC478010
Remote Similarity	0.6761	NPC478009
Remote Similarity	0.6754	NPC186351
Remote Similarity	0.6754	NPC244536
Remote Similarity	0.6753	NPC323752
Remote Similarity	0.6751	NPC40779
Remote Similarity	0.6749	NPC248462
Remote Similarity	0.6744	NPC193761
Remote Similarity	0.6743	NPC258062
Remote Similarity	0.674	NPC125597
Remote Similarity	0.6732	NPC161143
Remote Similarity	0.6731	NPC209917
Remote Similarity	0.6717	NPC477975
Remote Similarity	0.6715	NPC235684
Remote Similarity	0.6714	NPC477041
Remote Similarity	0.6714	NPC477044
Remote Similarity	0.6714	NPC149708
Remote Similarity	0.6713	NPC98715
Remote Similarity	0.6712	NPC313640
Remote Similarity	0.67	NPC248454
Remote Similarity	0.6699	NPC165495
Remote Similarity	0.6698	NPC11445
Remote Similarity	0.6697	NPC225821
Remote Similarity	0.6696	NPC326363
Remote Similarity	0.6693	NPC321939
Remote Similarity	0.6682	NPC177996
Remote Similarity	0.6682	NPC469563
Remote Similarity	0.6682	NPC477045
Remote Similarity	0.6682	NPC203614
Remote Similarity	0.6682	NPC147983
Remote Similarity	0.6681	NPC474896
Remote Similarity	0.6681	NPC220852
Remote Similarity	0.668	NPC153400
Remote Similarity	0.6667	NPC141377
Remote Similarity	0.6667	NPC133261
Remote Similarity	0.6667	NPC474217
Remote Similarity	0.6667	NPC248041
Remote Similarity	0.6667	NPC163421
Remote Similarity	0.6667	NPC126709
Remote Similarity	0.6667	NPC285343
Remote Similarity	0.6667	NPC311276
Remote Similarity	0.6667	NPC324611
Remote Similarity	0.6667	NPC283219
Remote Similarity	0.6667	NPC469578
Remote Similarity	0.6667	NPC477634
Remote Similarity	0.6667	NPC314957
Remote Similarity	0.6667	NPC188387
Remote Similarity	0.6652	NPC31097
Remote Similarity	0.6652	NPC56109
Remote Similarity	0.6652	NPC191382
Remote Similarity	0.6651	NPC321708
Remote Similarity	0.6651	NPC157828
Remote Similarity	0.6651	NPC195239
Remote Similarity	0.665	NPC267885
Remote Similarity	0.665	NPC472109
Remote Similarity	0.665	NPC150048
Remote Similarity	0.665	NPC203754
Remote Similarity	0.665	NPC201700
Remote Similarity	0.665	NPC472110
Remote Similarity	0.6636	NPC271862
Remote Similarity	0.6635	NPC315555
Remote Similarity	0.6634	NPC300688
Remote Similarity	0.6633	NPC469762
Remote Similarity	0.6622	NPC87856
Remote Similarity	0.6618	NPC84827
Remote Similarity	0.6618	NPC151939
Remote Similarity	0.6618	NPC470003
Remote Similarity	0.6618	NPC14113
Remote Similarity	0.6618	NPC145885
Remote Similarity	0.6616	NPC71079
Remote Similarity	0.6609	NPC476491
Remote Similarity	0.6607	NPC132211
Remote Similarity	0.6606	NPC469562
Remote Similarity	0.6606	NPC477043
Remote Similarity	0.6606	NPC220594
Remote Similarity	0.6602	NPC233936
Remote Similarity	0.6601	NPC329688
Remote Similarity	0.6601	NPC149155
Remote Similarity	0.6601	NPC189812
Remote Similarity	0.6601	NPC203468
Remote Similarity	0.6601	NPC110500
Remote Similarity	0.66	NPC49954
Remote Similarity	0.66	NPC474561
Remote Similarity	0.6597	NPC477108
Remote Similarity	0.6597	NPC477109
Remote Similarity	0.6597	NPC477107
Remote Similarity	0.6594	NPC141428
Remote Similarity	0.6592	NPC229348
Remote Similarity	0.6592	NPC267965
Remote Similarity	0.6589	NPC477633

Drug Structure

NPD8169 OpenBabel08211713002D 56 59 0 0 1 0 0 0 0 0999 V2000 -6.7788 6.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 4.8364 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 -1.5827 6.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8814 6.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 6.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0154 6.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8814 5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4795 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4795 4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 6.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1494 6.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0154 4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6135 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8814 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6135 5.3364 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 -5.9128 4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 4.8364 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 -1.5827 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7167 4.8364 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 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1494 5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 1.8364 0.0000 C 0 0 2 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 -1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 3.8364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9128 3.8364 0.0000 C 0 0 1 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 0.1494 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 3.3364 0.0000 C 0 0 2 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 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 -1.7796 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7475 4.8364 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 -3.3147 3.3364 0.0000 N 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 -0.7167 3.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 3.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 3.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7167 1.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 2.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 1.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.9013 -1.8841 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2213 -1.3272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 3.8364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 1.8364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 0.8364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 27 1 0 0 0 0 3 44 1 0 0 0 0 4 6 1 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 5 9 1 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 10 11 2 0 0 0 0 10 16 1 0 0 0 0 11 18 1 0 0 0 0 12 28 1 0 0 0 0 13 28 1 0 0 0 0 14 29 1 0 0 0 0 15 29 1 0 0 0 0 16 31 2 0 0 0 0 17 19 1 0 0 0 0 17 31 1 0 0 0 0 18 41 2 0 0 0 0 19 44 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 32 1 0 0 0 0 23 30 1 0 0 0 0 23 35 1 0 0 0 0 24 29 1 0 0 0 0 24 45 1 0 0 0 0 25 36 1 0 0 0 0 25 45 1 0 0 0 0 26 32 2 0 0 0 0 26 51 1 0 0 0 0 30 22 1 1 0 0 0 30 38 1 0 0 0 0 31 41 1 0 0 0 0 32 42 1 0 0 0 0 33 21 1 6 0 0 0 33 37 1 0 0 0 0 33 43 1 0 0 0 0 34 20 1 1 0 0 0 34 37 1 0 0 0 0 34 46 1 0 0 0 0 35 45 1 0 0 0 0 35 47 2 0 0 0 0 36 44 1 0 0 0 0 36 48 2 0 0 0 0 37 49 1 1 0 0 0 38 43 2 3 0 0 0 38 50 1 0 0 0 0 39 40 2 0 0 0 0 39 42 1 0 0 0 0 39 51 1 0 0 0 0 40 52 1 0 0 0 0 42 53 1 0 0 0 0 46 54 1 0 0 0 0 49 55 1 0 0 0 0 50 56 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015875
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	726.45
ALogP	-3.0482
MLogP	4.43
XLogP	7.623
HDA	11
HBD	5
Rotatable Bonds	27
TPSA	187.74
RO5 Violation	3