NPASS drugs

Drug Information

Drug ID:	NPD8425
Drug Name:
Molecular Formula:	C45H54F2N4O8
Canonical SMILES:	COc1cc2N(C)[C@@H]3[C@@]4(c2cc1[C@]1(C[C@@H]2CN(Cc5c1[nH]c1c5cccc1)C[C@@H](C2)C(F)(F)C)C(=O)OC)CCN1[C@H]4[C@@]([C@H]([C@]3(O)C(=O)OC)OC(=O)C)(CC)C=CC1
Standard InCHI:	InChI=1S/C45H54F2N4O8/c1-8-42-14-11-16-51-17-15-43(36(42)51)30-19-31(34(56-5)20-33(30)49(4)37(43)45(55,40(54)58-7)38(42)59-25(2)52)44(39(53)57-6)21-26-18-27(41(3,46)47)23-50(22-26)24-29-28-12-9-10-13-32(28)48-35(29)44/h9-14,19-20,26-27,36-38,48,55H,8,15-18,21-24H2,1-7H3/t26-,27-,36+,37-,38-,42-,43-,44+,45+/m1/s1
Standard InCHIKey:	NMDYYWFGPIMTKO-HBVLKOHWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8425

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	374
0.1-0.2	1792
0.2-0.3	6805
0.3-0.4	7281
0.4-0.5	11097
0.5-0.6	2309
0.6-0.7	1088
0.7-0.8	137
0.8-0.85	4
0.85-0.9	0
0.9-0.95	1
0.95-1	2

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
High Similarity	0.9595	NPC237901
High Similarity	0.9595	NPC195788
High Similarity	0.9442	NPC260909
Intermediate Similarity	0.8327	NPC471303
Intermediate Similarity	0.811	NPC475666
Intermediate Similarity	0.8071	NPC81939
Intermediate Similarity	0.8031	NPC478080
Intermediate Similarity	0.7992	NPC329982
Intermediate Similarity	0.7871	NPC284685
Intermediate Similarity	0.7846	NPC133609
Intermediate Similarity	0.7829	NPC469734
Intermediate Similarity	0.7816	NPC189079
Intermediate Similarity	0.7804	NPC470785
Intermediate Similarity	0.779	NPC88923
Intermediate Similarity	0.779	NPC100734
Intermediate Similarity	0.779	NPC315634
Intermediate Similarity	0.7765	NPC184680
Intermediate Similarity	0.7734	NPC470784
Intermediate Similarity	0.7731	NPC17437
Intermediate Similarity	0.7713	NPC473540
Intermediate Similarity	0.7705	NPC127996
Intermediate Similarity	0.7692	NPC473041
Intermediate Similarity	0.7674	NPC477066
Intermediate Similarity	0.7647	NPC473105
Intermediate Similarity	0.7645	NPC478081
Intermediate Similarity	0.764	NPC191489
Intermediate Similarity	0.7608	NPC475720
Intermediate Similarity	0.7608	NPC474192
Intermediate Similarity	0.7577	NPC478082
Intermediate Similarity	0.7577	NPC477067
Intermediate Similarity	0.755	NPC96321
Intermediate Similarity	0.7529	NPC474183
Intermediate Similarity	0.7528	NPC478083
Intermediate Similarity	0.7519	NPC473187
Intermediate Similarity	0.75	NPC475816
Intermediate Similarity	0.7471	NPC475844
Intermediate Similarity	0.747	NPC330009
Intermediate Similarity	0.746	NPC477532
Intermediate Similarity	0.7444	NPC89549
Intermediate Similarity	0.7432	NPC475253
Intermediate Similarity	0.7421	NPC174760
Intermediate Similarity	0.7421	NPC477533
Intermediate Similarity	0.741	NPC303658
Intermediate Similarity	0.74	NPC152768
Intermediate Similarity	0.74	NPC148183
Intermediate Similarity	0.7395	NPC131486
Intermediate Similarity	0.7388	NPC244543
Intermediate Similarity	0.7378	NPC473188
Intermediate Similarity	0.7376	NPC469722
Intermediate Similarity	0.7373	NPC21638
Intermediate Similarity	0.7371	NPC169402
Intermediate Similarity	0.7364	NPC477531
Intermediate Similarity	0.7356	NPC473183
Intermediate Similarity	0.7354	NPC252251
Intermediate Similarity	0.7354	NPC311906
Intermediate Similarity	0.7341	NPC469594
Intermediate Similarity	0.7331	NPC469928
Intermediate Similarity	0.7326	NPC209174
Intermediate Similarity	0.7323	NPC198503
Intermediate Similarity	0.732	NPC469592
Intermediate Similarity	0.732	NPC471080
Intermediate Similarity	0.7315	NPC473185
Intermediate Similarity	0.7312	NPC288110
Intermediate Similarity	0.7291	NPC116238
Intermediate Similarity	0.729	NPC6786
Intermediate Similarity	0.7287	NPC194740
Intermediate Similarity	0.7283	NPC150239
Intermediate Similarity	0.7283	NPC128115
Intermediate Similarity	0.728	NPC277351
Intermediate Similarity	0.728	NPC475778
Intermediate Similarity	0.728	NPC473184
Intermediate Similarity	0.7269	NPC234999
Intermediate Similarity	0.7248	NPC473458
Intermediate Similarity	0.724	NPC87413
Intermediate Similarity	0.722	NPC478010
Intermediate Similarity	0.722	NPC478009
Intermediate Similarity	0.7214	NPC39370
Intermediate Similarity	0.7205	NPC46561
Intermediate Similarity	0.7205	NPC247803
Intermediate Similarity	0.72	NPC471304
Intermediate Similarity	0.7194	NPC183407
Intermediate Similarity	0.7194	NPC3207
Intermediate Similarity	0.7185	NPC14812
Intermediate Similarity	0.7184	NPC315467
Intermediate Similarity	0.7177	NPC476106
Intermediate Similarity	0.7176	NPC222046
Intermediate Similarity	0.7176	NPC473179
Intermediate Similarity	0.7165	NPC305984
Intermediate Similarity	0.7165	NPC474688
Intermediate Similarity	0.716	NPC162748
Intermediate Similarity	0.7154	NPC274640
Intermediate Similarity	0.7149	NPC4687
Intermediate Similarity	0.7143	NPC310211
Intermediate Similarity	0.7143	NPC308137
Intermediate Similarity	0.7137	NPC473186
Intermediate Similarity	0.7122	NPC471979
Intermediate Similarity	0.7121	NPC280799
Intermediate Similarity	0.712	NPC475910
Intermediate Similarity	0.7115	NPC471513
Intermediate Similarity	0.7114	NPC214428
Intermediate Similarity	0.711	NPC323752
Intermediate Similarity	0.711	NPC323198
Intermediate Similarity	0.711	NPC473182
Intermediate Similarity	0.7108	NPC277350
Intermediate Similarity	0.7104	NPC179287
Intermediate Similarity	0.7097	NPC162484
Intermediate Similarity	0.7092	NPC469743
Intermediate Similarity	0.7091	NPC478006
Intermediate Similarity	0.7082	NPC132642
Intermediate Similarity	0.7075	NPC472098
Intermediate Similarity	0.7073	NPC241024
Intermediate Similarity	0.707	NPC184408
Intermediate Similarity	0.7068	NPC82472
Intermediate Similarity	0.7063	NPC477393
Intermediate Similarity	0.7059	NPC74969
Intermediate Similarity	0.7056	NPC291535
Intermediate Similarity	0.7056	NPC475085
Intermediate Similarity	0.7056	NPC475112
Intermediate Similarity	0.7054	NPC60621
Intermediate Similarity	0.7053	NPC45048
Intermediate Similarity	0.7052	NPC39679
Intermediate Similarity	0.7045	NPC329747
Intermediate Similarity	0.7044	NPC303374
Intermediate Similarity	0.7043	NPC208084
Intermediate Similarity	0.7034	NPC14288
Intermediate Similarity	0.7034	NPC474701
Intermediate Similarity	0.7033	NPC72211
Intermediate Similarity	0.7027	NPC144452
Intermediate Similarity	0.7024	NPC469589
Intermediate Similarity	0.7018	NPC472589
Intermediate Similarity	0.7018	NPC279589
Intermediate Similarity	0.7016	NPC267423
Intermediate Similarity	0.7016	NPC472099
Intermediate Similarity	0.7014	NPC471978
Intermediate Similarity	0.7012	NPC249583
Intermediate Similarity	0.7011	NPC477396
Intermediate Similarity	0.7011	NPC24370
Intermediate Similarity	0.7011	NPC319232
Intermediate Similarity	0.7011	NPC202503
Intermediate Similarity	0.7008	NPC48353
Intermediate Similarity	0.7007	NPC472588
Intermediate Similarity	0.7007	NPC314882
Intermediate Similarity	0.7004	NPC151171
Intermediate Similarity	0.7004	NPC41679
Remote Similarity	0.6996	NPC322135
Remote Similarity	0.6996	NPC95240
Remote Similarity	0.6992	NPC243834
Remote Similarity	0.6992	NPC70956
Remote Similarity	0.6989	NPC469452
Remote Similarity	0.6989	NPC477395
Remote Similarity	0.6989	NPC132385
Remote Similarity	0.6988	NPC162730
Remote Similarity	0.6985	NPC304307
Remote Similarity	0.6985	NPC118559
Remote Similarity	0.6985	NPC124920
Remote Similarity	0.6985	NPC34580
Remote Similarity	0.698	NPC478074
Remote Similarity	0.698	NPC39500
Remote Similarity	0.6978	NPC469450
Remote Similarity	0.6973	NPC115588
Remote Similarity	0.6972	NPC300156
Remote Similarity	0.6972	NPC478011
Remote Similarity	0.6972	NPC478012
Remote Similarity	0.6969	NPC23294
Remote Similarity	0.6964	NPC306376
Remote Similarity	0.6962	NPC280272
Remote Similarity	0.6959	NPC207620
Remote Similarity	0.6958	NPC33949
Remote Similarity	0.6958	NPC471762
Remote Similarity	0.6958	NPC100547
Remote Similarity	0.6957	NPC201697
Remote Similarity	0.6957	NPC13603
Remote Similarity	0.6955	NPC325976
Remote Similarity	0.6951	NPC70259
Remote Similarity	0.6947	NPC314176
Remote Similarity	0.6947	NPC79107
Remote Similarity	0.6947	NPC475424
Remote Similarity	0.6944	NPC193777
Remote Similarity	0.6943	NPC54803
Remote Similarity	0.6943	NPC321592
Remote Similarity	0.6942	NPC473833
Remote Similarity	0.6941	NPC264176
Remote Similarity	0.6941	NPC94157
Remote Similarity	0.694	NPC473565
Remote Similarity	0.694	NPC301501
Remote Similarity	0.6937	NPC329932
Remote Similarity	0.6937	NPC78609
Remote Similarity	0.6936	NPC169716
Remote Similarity	0.6935	NPC51388
Remote Similarity	0.6934	NPC473800
Remote Similarity	0.6932	NPC223409
Remote Similarity	0.6929	NPC303951
Remote Similarity	0.6929	NPC154922
Remote Similarity	0.6926	NPC469451
Remote Similarity	0.692	NPC474116
Remote Similarity	0.692	NPC261251
Remote Similarity	0.692	NPC478078
Remote Similarity	0.692	NPC85879
Remote Similarity	0.692	NPC53255
Remote Similarity	0.6917	NPC470931

Drug Structure

NPD8425 OpenBabel08211713022D 61 69 0 0 1 0 0 0 0 0999 V2000 3.5310 -2.1841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1351 -0.5971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1919 2.0692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8242 0.9590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5660 3.4604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7305 4.0161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6441 0.6525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6585 -2.6728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6081 -2.8467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3394 -2.5271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6401 -3.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3587 -2.1860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5364 -1.5466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5911 -3.1397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1049 -0.1834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1031 -2.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4829 -0.9924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9712 1.8094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1328 0.3987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9733 1.5909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1630 1.9769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7275 0.9939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3009 0.3648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7445 -0.5707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1800 -1.5961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1489 1.8094 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.4839 1.1665 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1618 -1.2056 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7586 -0.4032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6599 0.2178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3725 1.1757 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2142 -0.8859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2130 0.8139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1806 1.7718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1799 0.4124 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0559 -1.4924 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8537 -0.3353 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4497 -1.6738 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8081 2.2858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0618 -0.0520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4588 1.3890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7991 -2.1615 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0559 -0.4924 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.3474 1.3983 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4740 -0.8610 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.2363 2.3639 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.1390 0.6560 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.2255 0.1141 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9508 0.4720 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5600 0.0080 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.1049 -1.8014 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 5.0676 -2.0567 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8071 2.3306 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6550 0.8615 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9545 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1142 2.7274 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2698 3.1286 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0563 -0.1565 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3373 -2.1344 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5769 0.7109 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 25 1 0 0 0 0 3 41 1 0 0 0 0 4 49 1 0 0 0 0 5 56 1 0 0 0 0 6 57 1 0 0 0 0 7 58 1 0 0 0 0 9 10 2 0 0 0 0 9 12 1 0 0 0 0 10 13 1 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 12 28 2 0 0 0 0 13 32 2 0 0 0 0 14 42 1 0 0 0 0 15 17 1 0 0 0 0 16 51 1 0 0 0 0 17 51 1 0 0 0 0 18 27 1 0 0 0 0 19 30 2 0 0 0 0 19 31 1 0 0 0 0 20 33 2 0 0 0 0 20 34 1 0 0 0 0 21 26 1 0 0 0 0 21 44 1 0 0 0 0 22 26 1 0 0 0 0 22 50 1 0 0 0 0 23 27 1 0 0 0 0 23 50 1 0 0 0 0 24 29 1 0 0 0 0 24 50 1 0 0 0 0 25 52 2 0 0 0 0 25 59 1 0 0 0 0 26 18 1 6 0 0 0 27 41 1 6 0 0 0 28 29 1 0 0 0 0 28 32 1 0 0 0 0 29 35 2 0 0 0 0 30 33 1 0 0 0 0 30 43 1 0 0 0 0 31 34 2 0 0 0 0 31 44 1 0 0 0 0 32 48 1 0 0 0 0 33 49 1 0 0 0 0 34 56 1 0 0 0 0 35 44 1 0 0 0 0 35 48 1 0 0 0 0 36 42 1 6 0 0 0 36 43 1 0 0 0 0 36 51 1 0 0 0 0 37 43 1 1 0 0 0 37 45 1 0 0 0 0 37 49 1 0 0 0 0 38 42 1 6 0 0 0 38 45 1 0 0 0 0 38 59 1 0 0 0 0 39 53 2 0 0 0 0 39 57 1 0 0 0 0 40 54 2 0 0 0 0 40 58 1 0 0 0 0 41 46 1 0 0 0 0 41 47 1 0 0 0 0 42 8 1 1 0 0 0 43 15 1 6 0 0 0 44 39 1 1 0 0 0 45 40 1 6 0 0 0 45 55 1 0 0 0 0 48 60 1 0 0 0 0 55 61 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001284
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918295
ChEBI
CAS Number

Drug Properties

Molecular Weight	816.39
ALogP	-0.9923
MLogP	4.87
XLogP	5.086
HDA	11
HBD	2
Rotatable Bonds	20
TPSA	133.87
RO5 Violation	2