NPASS drugs

Drug Information

Drug ID:	NPD8416
Drug Name:	BILD-733
Molecular Formula:	C44H70N6O9
Canonical SMILES:	OC[C@H](CC(C)(C)C)N=C([C@H](C1(CCCC1)C(=O)O)N=C([C@H](CC(=O)N1CCCC1)N=C([C@H](C(C)(C)C)N=C([C@@H](N(C(=O)CCc1ccccc1)C)C(C)C)O)O)O)O
Standard InCHI:	InChI=1S/C44H70N6O9/c1-28(2)34(49(9)32(52)20-19-29-17-11-10-12-18-29)38(55)47-35(43(6,7)8)39(56)46-31(25-33(53)50-23-15-16-24-50)37(54)48-36(44(41(58)59)21-13-14-22-44)40(57)45-30(27-51)26-42(3,4)5/h10-12,17-18,28,30-31,34-36,51H,13-16,19-27H2,1-9H3,(H,45,57)(H,46,56)(H,47,55)(H,48,54)(H,58,59)/t30-,31-,34-,35+,36+/m0/s1
Standard InCHIKey:	KEQHTXSUCBEFIM-RNPFFROYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8416

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	83
0.1-0.2	530
0.2-0.3	1625
0.3-0.4	9537
0.4-0.5	15921
0.5-0.6	2599
0.6-0.7	418
0.7-0.8	155
0.8-0.85	22
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	0.8273	NPC476259
Intermediate Similarity	0.8227	NPC476978
Intermediate Similarity	0.8214	NPC263493
Intermediate Similarity	0.8214	NPC269398
Intermediate Similarity	0.8182	NPC6975
Intermediate Similarity	0.8169	NPC5620
Intermediate Similarity	0.8162	NPC130309
Intermediate Similarity	0.8156	NPC161069
Intermediate Similarity	0.8129	NPC471264
Intermediate Similarity	0.8129	NPC471265
Intermediate Similarity	0.8092	NPC200964
Intermediate Similarity	0.8071	NPC92784
Intermediate Similarity	0.8071	NPC470884
Intermediate Similarity	0.8071	NPC178662
Intermediate Similarity	0.8071	NPC98424
Intermediate Similarity	0.8071	NPC476133
Intermediate Similarity	0.8043	NPC287401
Intermediate Similarity	0.8042	NPC322878
Intermediate Similarity	0.8042	NPC209509
Intermediate Similarity	0.803	NPC202521
Intermediate Similarity	0.8028	NPC176226
Intermediate Similarity	0.8028	NPC197682
Intermediate Similarity	0.7986	NPC314358
Intermediate Similarity	0.7972	NPC52748
Intermediate Similarity	0.7958	NPC168113
Intermediate Similarity	0.7955	NPC476990
Intermediate Similarity	0.7945	NPC129666
Intermediate Similarity	0.7945	NPC2501
Intermediate Similarity	0.7931	NPC145113
Intermediate Similarity	0.7931	NPC138775
Intermediate Similarity	0.7926	NPC47667
Intermediate Similarity	0.7917	NPC316008
Intermediate Similarity	0.7917	NPC313867
Intermediate Similarity	0.791	NPC46427
Intermediate Similarity	0.7902	NPC139326
Intermediate Similarity	0.7899	NPC255447
Intermediate Similarity	0.7883	NPC473322
Intermediate Similarity	0.7877	NPC240848
Intermediate Similarity	0.7847	NPC315283
Intermediate Similarity	0.7847	NPC314388
Intermediate Similarity	0.7838	NPC162104
Intermediate Similarity	0.7836	NPC252878
Intermediate Similarity	0.7829	NPC35850
Intermediate Similarity	0.7829	NPC276949
Intermediate Similarity	0.782	NPC478016
Intermediate Similarity	0.782	NPC478014
Intermediate Similarity	0.782	NPC478015
Intermediate Similarity	0.7815	NPC297145
Intermediate Similarity	0.7815	NPC197743
Intermediate Similarity	0.781	NPC319766
Intermediate Similarity	0.7808	NPC329761
Intermediate Similarity	0.7808	NPC225648
Intermediate Similarity	0.7803	NPC470546
Intermediate Similarity	0.7793	NPC315266
Intermediate Similarity	0.7785	NPC122590
Intermediate Similarity	0.7769	NPC33742
Intermediate Similarity	0.7762	NPC239762
Intermediate Similarity	0.7762	NPC163392
Intermediate Similarity	0.7755	NPC471821
Intermediate Similarity	0.7755	NPC471820
Intermediate Similarity	0.7727	NPC470545
Intermediate Similarity	0.7698	NPC200589
Intermediate Similarity	0.7664	NPC101719
Intermediate Similarity	0.7655	NPC77905
Intermediate Similarity	0.7652	NPC470544
Intermediate Similarity	0.7647	NPC175726
Intermediate Similarity	0.7647	NPC474082
Intermediate Similarity	0.7639	NPC307357
Intermediate Similarity	0.7639	NPC268841
Intermediate Similarity	0.7639	NPC46098
Intermediate Similarity	0.7635	NPC105717
Intermediate Similarity	0.7622	NPC127741
Intermediate Similarity	0.7619	NPC262077
Intermediate Similarity	0.7606	NPC248283
Intermediate Similarity	0.7606	NPC141050
Intermediate Similarity	0.7594	NPC169328
Intermediate Similarity	0.7591	NPC222466
Intermediate Similarity	0.7571	NPC300315
Intermediate Similarity	0.7569	NPC132636
Intermediate Similarity	0.7537	NPC310467
Intermediate Similarity	0.7519	NPC239357
Intermediate Similarity	0.7516	NPC469900
Intermediate Similarity	0.75	NPC68865
Intermediate Similarity	0.75	NPC111428
Intermediate Similarity	0.7484	NPC469901
Intermediate Similarity	0.7481	NPC474584
Intermediate Similarity	0.7466	NPC469426
Intermediate Similarity	0.7466	NPC469427
Intermediate Similarity	0.7465	NPC246079
Intermediate Similarity	0.745	NPC135121
Intermediate Similarity	0.7444	NPC197470
Intermediate Similarity	0.7434	NPC286551
Intermediate Similarity	0.7432	NPC201244
Intermediate Similarity	0.7432	NPC477217
Intermediate Similarity	0.7417	NPC7817
Intermediate Similarity	0.7417	NPC475168
Intermediate Similarity	0.7405	NPC329011
Intermediate Similarity	0.7388	NPC315276
Intermediate Similarity	0.7388	NPC14672
Intermediate Similarity	0.7388	NPC285926
Intermediate Similarity	0.7368	NPC300443
Intermediate Similarity	0.7346	NPC477462
Intermediate Similarity	0.7338	NPC469903
Intermediate Similarity	0.7312	NPC473000
Intermediate Similarity	0.7286	NPC474847
Intermediate Similarity	0.7279	NPC237420
Intermediate Similarity	0.7273	NPC470902
Intermediate Similarity	0.7266	NPC224610
Intermediate Similarity	0.7266	NPC88267
Intermediate Similarity	0.7266	NPC113326
Intermediate Similarity	0.7266	NPC194390
Intermediate Similarity	0.726	NPC43755
Intermediate Similarity	0.7246	NPC71684
Intermediate Similarity	0.7244	NPC324850
Intermediate Similarity	0.7239	NPC317362
Intermediate Similarity	0.7239	NPC318930
Intermediate Similarity	0.7233	NPC63931
Intermediate Similarity	0.7214	NPC22746
Intermediate Similarity	0.7208	NPC56685
Intermediate Similarity	0.7208	NPC473341
Intermediate Similarity	0.7208	NPC262166
Intermediate Similarity	0.7203	NPC69496
Intermediate Similarity	0.7197	NPC469898
Intermediate Similarity	0.7188	NPC61004
Intermediate Similarity	0.7183	NPC152850
Intermediate Similarity	0.7183	NPC89923
Intermediate Similarity	0.7183	NPC71933
Intermediate Similarity	0.7183	NPC239990
Intermediate Similarity	0.7183	NPC105114
Intermediate Similarity	0.7174	NPC477061
Intermediate Similarity	0.7174	NPC190663
Intermediate Similarity	0.7174	NPC45777
Intermediate Similarity	0.7153	NPC314992
Intermediate Similarity	0.7152	NPC469902
Intermediate Similarity	0.7143	NPC35996
Intermediate Similarity	0.7134	NPC326407
Intermediate Similarity	0.7134	NPC317725
Intermediate Similarity	0.7124	NPC283783
Intermediate Similarity	0.7113	NPC136453
Intermediate Similarity	0.7113	NPC477937
Intermediate Similarity	0.7105	NPC16188
Intermediate Similarity	0.7105	NPC311658
Intermediate Similarity	0.7097	NPC202198
Intermediate Similarity	0.7095	NPC89489
Intermediate Similarity	0.7089	NPC24617
Intermediate Similarity	0.7087	NPC12730
Intermediate Similarity	0.7078	NPC473491
Intermediate Similarity	0.7073	NPC137627
Intermediate Similarity	0.7071	NPC213126
Intermediate Similarity	0.7071	NPC84281
Intermediate Similarity	0.7071	NPC160493
Intermediate Similarity	0.7071	NPC291027
Intermediate Similarity	0.7071	NPC169485
Intermediate Similarity	0.7071	NPC317474
Intermediate Similarity	0.7063	NPC471053
Intermediate Similarity	0.7063	NPC475439
Intermediate Similarity	0.7063	NPC473501
Intermediate Similarity	0.7063	NPC471051
Intermediate Similarity	0.7063	NPC471052
Intermediate Similarity	0.7055	NPC233910
Intermediate Similarity	0.7055	NPC40234
Intermediate Similarity	0.7055	NPC475123
Intermediate Similarity	0.7055	NPC245836
Intermediate Similarity	0.7055	NPC475204
Intermediate Similarity	0.7048	NPC473001
Intermediate Similarity	0.7044	NPC114806
Intermediate Similarity	0.7034	NPC157311
Intermediate Similarity	0.7032	NPC233702
Intermediate Similarity	0.703	NPC471165
Intermediate Similarity	0.703	NPC26108
Intermediate Similarity	0.7023	NPC327481
Intermediate Similarity	0.7019	NPC472923
Intermediate Similarity	0.7007	NPC2265
Intermediate Similarity	0.7006	NPC244509
Intermediate Similarity	0.7006	NPC475421
Intermediate Similarity	0.7	NPC241794
Intermediate Similarity	0.7	NPC73655
Remote Similarity	0.6986	NPC44805
Remote Similarity	0.6986	NPC8761
Remote Similarity	0.6984	NPC25565
Remote Similarity	0.6982	NPC167763
Remote Similarity	0.6982	NPC470112
Remote Similarity	0.6982	NPC470903
Remote Similarity	0.6981	NPC62104
Remote Similarity	0.6981	NPC1390
Remote Similarity	0.6959	NPC79465
Remote Similarity	0.6959	NPC293377
Remote Similarity	0.6959	NPC476102
Remote Similarity	0.6959	NPC475318
Remote Similarity	0.6959	NPC260045
Remote Similarity	0.6959	NPC474787
Remote Similarity	0.6959	NPC273907
Remote Similarity	0.6959	NPC474811
Remote Similarity	0.6959	NPC475598
Remote Similarity	0.6959	NPC90194
Remote Similarity	0.6959	NPC314835
Remote Similarity	0.6959	NPC49577
Remote Similarity	0.6959	NPC474855
Remote Similarity	0.6959	NPC9687
Remote Similarity	0.6959	NPC151706

Drug Structure

NPD8416 OpenBabel08211713022D 65 67 0 0 1 0 0 0 0 0999 V2000 5.1197 1.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4132 1.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4657 -1.6099 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4804 -1.6099 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8263 -2.9559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7213 -0.9853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2139 -1.8386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7066 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9730 0.4926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3862 -2.4632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3862 -1.4779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5329 -2.9559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5218 -5.9932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3751 -6.4859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4926 1.5162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4926 1.5162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5329 -0.9853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6796 -2.4632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8263 -0.9853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9730 -1.4779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7267 -5.0295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1073 -5.8266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7971 0.5791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7971 0.5791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8533 -1.4779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1197 -2.9559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2664 -1.4779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2664 1.4779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6796 -1.4779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2664 -2.4632 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8533 -2.4632 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1197 -0.9853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2664 0.4926 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5599 -1.4779 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7066 -2.9559 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -2.9559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4132 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5599 -2.4632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5599 -2.4632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5599 -4.4338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9730 -2.4632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7066 -0.9853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7066 -4.9265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4132 -2.9559 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7066 -2.9559 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4132 -0.9853 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8533 -2.4632 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1197 -0.0000 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 -5.1197 -0.9853 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2664 -1.4779 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8533 -1.4779 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.9412 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5599 0.4926 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4132 -2.9559 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5599 -1.4779 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5599 -3.4485 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4132 -4.9265 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9730 -1.4779 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8533 -4.4338 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5599 1.4779 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2664 -2.4632 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7066 -0.9853 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2664 -4.4338 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 28 1 0 0 0 0 3 42 1 0 0 0 0 4 42 1 0 0 0 0 5 42 1 0 0 0 0 6 43 1 0 0 0 0 7 43 1 0 0 0 0 8 43 1 0 0 0 0 9 49 1 0 0 0 0 10 11 2 0 0 0 0 10 12 1 0 0 0 0 11 17 1 0 0 0 0 12 18 2 0 0 0 0 13 14 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 23 1 0 0 0 0 16 24 1 0 0 0 0 17 29 2 0 0 0 0 18 29 1 0 0 0 0 19 20 1 0 0 0 0 19 29 1 0 0 0 0 20 32 1 0 0 0 0 21 44 1 0 0 0 0 22 44 1 0 0 0 0 23 50 1 0 0 0 0 24 50 1 0 0 0 0 25 33 1 0 0 0 0 26 42 1 0 0 0 0 27 30 1 0 0 0 0 27 51 1 0 0 0 0 30 26 1 1 0 0 0 30 45 1 0 0 0 0 31 25 1 6 0 0 0 31 37 1 0 0 0 0 31 46 1 0 0 0 0 32 49 1 0 0 0 0 32 52 2 0 0 0 0 33 50 1 0 0 0 0 33 53 2 0 0 0 0 34 28 1 6 0 0 0 34 38 1 0 0 0 0 34 49 1 0 0 0 0 35 39 1 6 0 0 0 35 43 1 0 0 0 0 35 47 1 0 0 0 0 36 40 1 1 0 0 0 36 44 1 0 0 0 0 36 48 1 0 0 0 0 37 48 2 3 0 0 0 37 54 1 0 0 0 0 38 47 2 3 0 0 0 38 55 1 0 0 0 0 39 46 2 3 0 0 0 39 56 1 0 0 0 0 40 45 2 3 0 0 0 40 57 1 0 0 0 0 41 44 1 0 0 0 0 41 58 2 0 0 0 0 41 59 1 0 0 0 0 51 60 1 0 0 0 0 54 61 1 0 0 0 0 55 62 1 0 0 0 0 56 63 1 0 0 0 0 57 64 1 0 0 0 0 59 65 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010771
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	826.52
ALogP	-0.4672
MLogP	4.65
XLogP	6.858
HDA	15
HBD	6
Rotatable Bonds	38
TPSA	228.51
RO5 Violation	4