NPASS drugs

Drug Information

Drug ID:	NPD8000
Drug Name:
Molecular Formula:	C36H36N4O4
Canonical SMILES:	O[C@@H]1C[C@H](N(C1)C(=O)c1cn(c2c1cccc2)C)C(=N[C@H](C(=O)N(Cc1ccccc1)C)Cc1ccc2c(c1)cccc2)O
Standard InCHI:	InChI=1S/C36H36N4O4/c1-38-23-30(29-14-8-9-15-32(29)38)35(43)40-22-28(41)20-33(40)34(42)37-31(36(44)39(2)21-24-10-4-3-5-11-24)19-25-16-17-26-12-6-7-13-27(26)18-25/h3-18,23,28,31,33,41H,19-22H2,1-2H3,(H,37,42)/t28-,31+,33+/m1/s1
Standard InCHIKey:	BFNKQTIJVFGCKQ-PDJGWCFMSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8000

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	276
0.1-0.2	1482
0.2-0.3	8854
0.3-0.4	14282
0.4-0.5	2918
0.5-0.6	1631
0.6-0.7	1271
0.7-0.8	175
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	0.8009	NPC75634
Intermediate Similarity	0.7952	NPC162860
Intermediate Similarity	0.7934	NPC478157
Intermediate Similarity	0.7897	NPC471192
Intermediate Similarity	0.7871	NPC117244
Intermediate Similarity	0.7871	NPC473763
Intermediate Similarity	0.7867	NPC478158
Intermediate Similarity	0.786	NPC477715
Intermediate Similarity	0.7857	NPC54420
Intermediate Similarity	0.784	NPC6865
Intermediate Similarity	0.784	NPC153980
Intermediate Similarity	0.7837	NPC155143
Intermediate Similarity	0.7824	NPC477714
Intermediate Similarity	0.7793	NPC72956
Intermediate Similarity	0.7788	NPC475506
Intermediate Similarity	0.7757	NPC471194
Intermediate Similarity	0.7757	NPC471193
Intermediate Similarity	0.768	NPC114637
Intermediate Similarity	0.7675	NPC472207
Intermediate Similarity	0.7644	NPC473640
Intermediate Similarity	0.7635	NPC17059
Intermediate Similarity	0.7617	NPC223791
Intermediate Similarity	0.7617	NPC107077
Intermediate Similarity	0.761	NPC476460
Intermediate Similarity	0.7598	NPC213629
Intermediate Similarity	0.7589	NPC56109
Intermediate Similarity	0.7589	NPC191382
Intermediate Similarity	0.7576	NPC469938
Intermediate Similarity	0.7556	NPC326363
Intermediate Similarity	0.7547	NPC317701
Intermediate Similarity	0.7545	NPC476491
Intermediate Similarity	0.7524	NPC293917
Intermediate Similarity	0.7524	NPC100321
Intermediate Similarity	0.75	NPC94752
Intermediate Similarity	0.75	NPC64436
Intermediate Similarity	0.75	NPC281049
Intermediate Similarity	0.7489	NPC476817
Intermediate Similarity	0.7476	NPC171317
Intermediate Similarity	0.7465	NPC320968
Intermediate Similarity	0.7458	NPC472846
Intermediate Similarity	0.7453	NPC300183
Intermediate Similarity	0.7444	NPC155444
Intermediate Similarity	0.7444	NPC253987
Intermediate Similarity	0.7431	NPC75726
Intermediate Similarity	0.7431	NPC110602
Intermediate Similarity	0.7431	NPC31385
Intermediate Similarity	0.7424	NPC325976
Intermediate Similarity	0.7418	NPC328596
Intermediate Similarity	0.7418	NPC193761
Intermediate Similarity	0.7418	NPC328318
Intermediate Similarity	0.7402	NPC477003
Intermediate Similarity	0.7402	NPC228835
Intermediate Similarity	0.74	NPC469529
Intermediate Similarity	0.7397	NPC54744
Intermediate Similarity	0.7393	NPC474916
Intermediate Similarity	0.7391	NPC478028
Intermediate Similarity	0.7378	NPC19170
Intermediate Similarity	0.7368	NPC304203
Intermediate Similarity	0.7366	NPC308931
Intermediate Similarity	0.7366	NPC99939
Intermediate Similarity	0.7361	NPC323927
Intermediate Similarity	0.7359	NPC285343
Intermediate Similarity	0.7353	NPC470205
Intermediate Similarity	0.7349	NPC473376
Intermediate Similarity	0.7343	NPC473666
Intermediate Similarity	0.734	NPC91179
Intermediate Similarity	0.7336	NPC476874
Intermediate Similarity	0.7328	NPC478029
Intermediate Similarity	0.7327	NPC284775
Intermediate Similarity	0.7315	NPC471191
Intermediate Similarity	0.7311	NPC149708
Intermediate Similarity	0.7304	NPC70155
Intermediate Similarity	0.7299	NPC472116
Intermediate Similarity	0.7297	NPC472285
Intermediate Similarity	0.7293	NPC475969
Intermediate Similarity	0.7293	NPC475859
Intermediate Similarity	0.7291	NPC11126
Intermediate Similarity	0.7289	NPC327095
Intermediate Similarity	0.7289	NPC312942
Intermediate Similarity	0.7286	NPC267343
Intermediate Similarity	0.7286	NPC326422
Intermediate Similarity	0.7284	NPC28945
Intermediate Similarity	0.7281	NPC297862
Intermediate Similarity	0.7269	NPC24370
Intermediate Similarity	0.7269	NPC319232
Intermediate Similarity	0.7264	NPC227582
Intermediate Similarity	0.726	NPC321708
Intermediate Similarity	0.7259	NPC242116
Intermediate Similarity	0.7257	NPC107836
Intermediate Similarity	0.7257	NPC40455
Intermediate Similarity	0.7249	NPC470730
Intermediate Similarity	0.7249	NPC477175
Intermediate Similarity	0.7243	NPC252338
Intermediate Similarity	0.724	NPC317752
Intermediate Similarity	0.7235	NPC317373
Intermediate Similarity	0.7231	NPC472843
Intermediate Similarity	0.7229	NPC220852
Intermediate Similarity	0.7225	NPC154339
Intermediate Similarity	0.7222	NPC98715
Intermediate Similarity	0.7217	NPC474877
Intermediate Similarity	0.7206	NPC248462
Intermediate Similarity	0.7202	NPC225821
Intermediate Similarity	0.7202	NPC46225
Intermediate Similarity	0.7198	NPC133003
Intermediate Similarity	0.7196	NPC474767
Intermediate Similarity	0.7196	NPC81535
Intermediate Similarity	0.7195	NPC87856
Intermediate Similarity	0.7195	NPC151976
Intermediate Similarity	0.7195	NPC318299
Intermediate Similarity	0.7189	NPC327592
Intermediate Similarity	0.7188	NPC473310
Intermediate Similarity	0.7186	NPC165743
Intermediate Similarity	0.7181	NPC229893
Intermediate Similarity	0.7181	NPC64216
Intermediate Similarity	0.7176	NPC143977
Intermediate Similarity	0.7175	NPC203614
Intermediate Similarity	0.7175	NPC470731
Intermediate Similarity	0.7175	NPC204491
Intermediate Similarity	0.7174	NPC470729
Intermediate Similarity	0.7174	NPC477176
Intermediate Similarity	0.7171	NPC15840
Intermediate Similarity	0.7171	NPC24864
Intermediate Similarity	0.717	NPC157828
Intermediate Similarity	0.717	NPC195239
Intermediate Similarity	0.7169	NPC127677
Intermediate Similarity	0.7169	NPC258062
Intermediate Similarity	0.7167	NPC477549
Intermediate Similarity	0.7163	NPC478077
Intermediate Similarity	0.7163	NPC121327
Intermediate Similarity	0.7162	NPC267965
Intermediate Similarity	0.7157	NPC157583
Intermediate Similarity	0.7156	NPC47190
Intermediate Similarity	0.7155	NPC63279
Intermediate Similarity	0.715	NPC165495
Intermediate Similarity	0.7149	NPC245756
Intermediate Similarity	0.7143	NPC477177
Intermediate Similarity	0.7136	NPC271862
Intermediate Similarity	0.7136	NPC11445
Intermediate Similarity	0.7136	NPC113626
Intermediate Similarity	0.7124	NPC297642
Intermediate Similarity	0.7116	NPC74413
Intermediate Similarity	0.7112	NPC89987
Intermediate Similarity	0.7101	NPC117027
Intermediate Similarity	0.7098	NPC132211
Intermediate Similarity	0.7098	NPC470732
Intermediate Similarity	0.7097	NPC57398
Intermediate Similarity	0.7091	NPC314957
Intermediate Similarity	0.7089	NPC294693
Intermediate Similarity	0.7087	NPC73994
Intermediate Similarity	0.7082	NPC323752
Intermediate Similarity	0.7081	NPC17273
Intermediate Similarity	0.7081	NPC141612
Intermediate Similarity	0.7081	NPC135601
Intermediate Similarity	0.7073	NPC237188
Intermediate Similarity	0.707	NPC131887
Intermediate Similarity	0.7062	NPC324091
Intermediate Similarity	0.7059	NPC293216
Intermediate Similarity	0.7059	NPC75179
Intermediate Similarity	0.7056	NPC292361
Intermediate Similarity	0.7051	NPC170751
Intermediate Similarity	0.7051	NPC471944
Intermediate Similarity	0.705	NPC478182
Intermediate Similarity	0.7048	NPC472323
Intermediate Similarity	0.7047	NPC472845
Intermediate Similarity	0.7043	NPC473506
Intermediate Similarity	0.7039	NPC30456
Intermediate Similarity	0.7033	NPC15102
Intermediate Similarity	0.703	NPC70949
Intermediate Similarity	0.7028	NPC243716
Intermediate Similarity	0.7019	NPC159125
Intermediate Similarity	0.7018	NPC260900
Intermediate Similarity	0.701	NPC477976
Intermediate Similarity	0.7005	NPC470497
Intermediate Similarity	0.7005	NPC61011
Intermediate Similarity	0.7004	NPC471782
Intermediate Similarity	0.7004	NPC471583
Remote Similarity	0.6996	NPC153400
Remote Similarity	0.6996	NPC475303
Remote Similarity	0.6996	NPC475596
Remote Similarity	0.6995	NPC471943
Remote Similarity	0.6995	NPC471386
Remote Similarity	0.699	NPC59269
Remote Similarity	0.6986	NPC21429
Remote Similarity	0.6986	NPC258480
Remote Similarity	0.6986	NPC46895
Remote Similarity	0.6983	NPC471190
Remote Similarity	0.6983	NPC475644
Remote Similarity	0.6983	NPC470486
Remote Similarity	0.6983	NPC471977
Remote Similarity	0.6983	NPC33949
Remote Similarity	0.6981	NPC95783
Remote Similarity	0.698	NPC56233
Remote Similarity	0.6977	NPC128244
Remote Similarity	0.6976	NPC139763
Remote Similarity	0.6971	NPC191415
Remote Similarity	0.6965	NPC265100
Remote Similarity	0.6962	NPC278540
Remote Similarity	0.6959	NPC477004
Remote Similarity	0.6957	NPC12649
Remote Similarity	0.6957	NPC133261

Drug Structure

NPD8000 OpenBabel08211712032D 46 51 0 0 1 0 0 0 0 0999 V2000 -3.7281 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 6.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0475 5.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4680 -3.9703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4680 -3.9703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 5.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0475 4.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9680 -3.1042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9680 -3.1042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 3.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 4.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 3.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 1.9067 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 -1.9680 -0.6994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 4.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 4.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4680 -2.2382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1590 -1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 1.4067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4680 -2.2382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7796 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.7770 -1.2872 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 1.4067 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 -0.5759 2.5227 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -1.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5352 -1.6473 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 2.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5704 2.6272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -1.5933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 38 1 0 0 0 0 2 39 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 9 2 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 10 24 2 0 0 0 0 11 24 1 0 0 0 0 12 26 2 0 0 0 0 13 27 2 0 0 0 0 14 29 2 0 0 0 0 15 32 2 0 0 0 0 16 17 2 0 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 18 25 2 0 0 0 0 18 27 1 0 0 0 0 19 25 1 0 0 0 0 20 28 1 0 0 0 0 20 33 1 0 0 0 0 21 24 1 0 0 0 0 21 39 1 0 0 0 0 22 28 1 0 0 0 0 22 40 1 0 0 0 0 23 30 2 0 0 0 0 23 38 1 0 0 0 0 26 27 1 0 0 0 0 28 41 1 6 0 0 0 29 30 1 0 0 0 0 29 32 1 0 0 0 0 30 35 1 0 0 0 0 31 19 1 1 0 0 0 31 36 1 0 0 0 0 31 37 1 0 0 0 0 32 38 1 0 0 0 0 33 34 1 1 0 0 0 33 40 1 0 0 0 0 34 37 2 3 0 0 0 34 42 1 0 0 0 0 35 40 1 0 0 0 0 35 43 2 0 0 0 0 36 39 1 0 0 0 0 36 44 2 0 0 0 0 41 45 1 0 0 0 0 42 46 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001653
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	107967
ChEBI
CAS Number

Drug Properties

Molecular Weight	588.27
ALogP	-2.1607
MLogP	4.54
XLogP	8.678
HDA	8
HBD	2
Rotatable Bonds	14
TPSA	98.37
RO5 Violation	1