NPASS drugs

Drug Information

Drug ID:	NPD8365
Drug Name:
Molecular Formula:	C43H56N6O7
Canonical SMILES:	COc1cc2N(C)[C@@H]3[C@@]4(c2cc1[C@]1(C[C@H]2CN(CCc5c1[nH]c1c5cccc1)C[C@](C2)(O)CC)C(=O)OC)CCN1C4[C@@]([C@H]([C@]3(O)C(=NN)O)O)(CC)C=CC1
Standard InCHI:	InChI=1S/C43H56N6O7/c1-6-39(53)21-25-22-42(38(52)56-5,33-27(13-17-48(23-25)24-39)26-11-8-9-12-30(26)45-33)29-19-28-31(20-32(29)55-4)47(3)35-41(28)15-18-49-16-10-14-40(7-2,34(41)49)36(50)43(35,54)37(51)46-44/h8-12,14,19-20,25,34-36,45,50,53-54H,6-7,13,15-18,21-24,44H2,1-5H3,(H,46,51)/t25-,34?,35+,36+,39-,40+,41+,42-,43-/m0/s1
Standard InCHIKey:	PPRGGNQLPSVURC-VUUFLUGQSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8365

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	357
0.1-0.2	1702
0.2-0.3	6700
0.3-0.4	7247
0.4-0.5	11228
0.5-0.6	2270
0.6-0.7	1181
0.7-0.8	195
0.8-0.85	7
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	0.9508	NPC195788
High Similarity	0.9508	NPC237901
High Similarity	0.9355	NPC260909
Intermediate Similarity	0.83	NPC475666
Intermediate Similarity	0.8259	NPC81939
Intermediate Similarity	0.8247	NPC329982
Intermediate Similarity	0.8231	NPC471303
Intermediate Similarity	0.8142	NPC478080
Intermediate Similarity	0.8032	NPC473540
Intermediate Similarity	0.8008	NPC469734
Intermediate Similarity	0.7967	NPC473105
Intermediate Similarity	0.795	NPC473041
Intermediate Similarity	0.7927	NPC475720
Intermediate Similarity	0.7927	NPC474192
Intermediate Similarity	0.7905	NPC17437
Intermediate Similarity	0.7852	NPC189079
Intermediate Similarity	0.7849	NPC477066
Intermediate Similarity	0.7817	NPC478081
Intermediate Similarity	0.7812	NPC133609
Intermediate Similarity	0.7801	NPC96321
Intermediate Similarity	0.7747	NPC478082
Intermediate Similarity	0.7747	NPC477067
Intermediate Similarity	0.7738	NPC475816
Intermediate Similarity	0.7718	NPC330009
Intermediate Similarity	0.7701	NPC284685
Intermediate Similarity	0.7698	NPC470784
Intermediate Similarity	0.7692	NPC478083
Intermediate Similarity	0.7671	NPC475253
Intermediate Similarity	0.7654	NPC469594
Intermediate Similarity	0.7635	NPC469592
Intermediate Similarity	0.7635	NPC471080
Intermediate Similarity	0.7633	NPC477532
Intermediate Similarity	0.7628	NPC470785
Intermediate Similarity	0.7623	NPC315634
Intermediate Similarity	0.7623	NPC88923
Intermediate Similarity	0.7623	NPC100734
Intermediate Similarity	0.7621	NPC473185
Intermediate Similarity	0.7619	NPC473187
Intermediate Similarity	0.7592	NPC477533
Intermediate Similarity	0.7589	NPC184680
Intermediate Similarity	0.7589	NPC473183
Intermediate Similarity	0.7582	NPC303658
Intermediate Similarity	0.7572	NPC469928
Intermediate Similarity	0.7572	NPC148183
Intermediate Similarity	0.7572	NPC152768
Intermediate Similarity	0.7569	NPC475844
Intermediate Similarity	0.754	NPC21638
Intermediate Similarity	0.753	NPC477531
Intermediate Similarity	0.752	NPC252251
Intermediate Similarity	0.752	NPC311906
Intermediate Similarity	0.751	NPC473184
Intermediate Similarity	0.749	NPC209174
Intermediate Similarity	0.749	NPC131486
Intermediate Similarity	0.7481	NPC244543
Intermediate Similarity	0.748	NPC473179
Intermediate Similarity	0.7472	NPC191489
Intermediate Similarity	0.7471	NPC473188
Intermediate Similarity	0.7471	NPC469722
Intermediate Similarity	0.745	NPC194740
Intermediate Similarity	0.7449	NPC132642
Intermediate Similarity	0.7449	NPC174760
Intermediate Similarity	0.7449	NPC127996
Intermediate Similarity	0.7441	NPC39370
Intermediate Similarity	0.7438	NPC234999
Intermediate Similarity	0.7438	NPC471304
Intermediate Similarity	0.7429	NPC183407
Intermediate Similarity	0.7427	NPC475910
Intermediate Similarity	0.7417	NPC476106
Intermediate Similarity	0.7407	NPC87413
Intermediate Similarity	0.7406	NPC89549
Intermediate Similarity	0.7398	NPC169402
Intermediate Similarity	0.739	NPC162748
Intermediate Similarity	0.7381	NPC274640
Intermediate Similarity	0.7373	NPC277351
Intermediate Similarity	0.7362	NPC473186
Intermediate Similarity	0.7333	NPC473182
Intermediate Similarity	0.7331	NPC179287
Intermediate Similarity	0.7328	NPC305984
Intermediate Similarity	0.7325	NPC469589
Intermediate Similarity	0.7323	NPC474688
Intermediate Similarity	0.7317	NPC116238
Intermediate Similarity	0.7314	NPC4687
Intermediate Similarity	0.7309	NPC150239
Intermediate Similarity	0.7306	NPC478009
Intermediate Similarity	0.7306	NPC478010
Intermediate Similarity	0.7306	NPC475778
Intermediate Similarity	0.7302	NPC202503
Intermediate Similarity	0.7298	NPC184408
Intermediate Similarity	0.7287	NPC474183
Intermediate Similarity	0.728	NPC329747
Intermediate Similarity	0.728	NPC198503
Intermediate Similarity	0.7269	NPC315467
Intermediate Similarity	0.7269	NPC208084
Intermediate Similarity	0.7261	NPC162484
Intermediate Similarity	0.7251	NPC144452
Intermediate Similarity	0.7248	NPC6786
Intermediate Similarity	0.7236	NPC94157
Intermediate Similarity	0.7229	NPC46561
Intermediate Similarity	0.7229	NPC247803
Intermediate Similarity	0.7227	NPC243834
Intermediate Similarity	0.7227	NPC70956
Intermediate Similarity	0.722	NPC475112
Intermediate Similarity	0.722	NPC291535
Intermediate Similarity	0.722	NPC475085
Intermediate Similarity	0.722	NPC151171
Intermediate Similarity	0.722	NPC82472
Intermediate Similarity	0.7218	NPC3207
Intermediate Similarity	0.7218	NPC74969
Intermediate Similarity	0.7216	NPC95240
Intermediate Similarity	0.7216	NPC322135
Intermediate Similarity	0.7213	NPC39679
Intermediate Similarity	0.7211	NPC60621
Intermediate Similarity	0.7211	NPC280799
Intermediate Similarity	0.7206	NPC39500
Intermediate Similarity	0.7206	NPC478074
Intermediate Similarity	0.7205	NPC261251
Intermediate Similarity	0.72	NPC288110
Intermediate Similarity	0.7197	NPC72211
Intermediate Similarity	0.7191	NPC303374
Intermediate Similarity	0.7188	NPC474701
Intermediate Similarity	0.7178	NPC267423
Intermediate Similarity	0.7176	NPC33949
Intermediate Similarity	0.7176	NPC471762
Intermediate Similarity	0.7176	NPC100547
Intermediate Similarity	0.7175	NPC478006
Intermediate Similarity	0.7172	NPC249583
Intermediate Similarity	0.7172	NPC193777
Intermediate Similarity	0.7166	NPC310211
Intermediate Similarity	0.7166	NPC48353
Intermediate Similarity	0.7166	NPC308137
Intermediate Similarity	0.7166	NPC472098
Intermediate Similarity	0.7165	NPC319232
Intermediate Similarity	0.7165	NPC24370
Intermediate Similarity	0.7165	NPC214142
Intermediate Similarity	0.716	NPC54803
Intermediate Similarity	0.716	NPC321592
Intermediate Similarity	0.7154	NPC51388
Intermediate Similarity	0.7148	NPC223409
Intermediate Similarity	0.7143	NPC131017
Intermediate Similarity	0.7137	NPC470126
Intermediate Similarity	0.7137	NPC214428
Intermediate Similarity	0.7137	NPC118559
Intermediate Similarity	0.7137	NPC469452
Intermediate Similarity	0.7137	NPC304307
Intermediate Similarity	0.7137	NPC34580
Intermediate Similarity	0.7137	NPC124920
Intermediate Similarity	0.7132	NPC132385
Intermediate Similarity	0.7131	NPC300156
Intermediate Similarity	0.7131	NPC277350
Intermediate Similarity	0.7126	NPC477861
Intermediate Similarity	0.7126	NPC115588
Intermediate Similarity	0.7125	NPC306376
Intermediate Similarity	0.7121	NPC14288
Intermediate Similarity	0.7115	NPC280272
Intermediate Similarity	0.7115	NPC15801
Intermediate Similarity	0.7114	NPC209769
Intermediate Similarity	0.7114	NPC201697
Intermediate Similarity	0.7113	NPC70259
Intermediate Similarity	0.7108	NPC118228
Intermediate Similarity	0.7104	NPC325976
Intermediate Similarity	0.7103	NPC128115
Intermediate Similarity	0.7103	NPC472099
Intermediate Similarity	0.709	NPC470930
Intermediate Similarity	0.709	NPC314882
Intermediate Similarity	0.7088	NPC301501
Intermediate Similarity	0.7085	NPC475422
Intermediate Similarity	0.7083	NPC329932
Intermediate Similarity	0.708	NPC227824
Intermediate Similarity	0.708	NPC170114
Intermediate Similarity	0.7073	NPC470931
Intermediate Similarity	0.7071	NPC43787
Intermediate Similarity	0.7071	NPC45048
Intermediate Similarity	0.7071	NPC205934
Intermediate Similarity	0.707	NPC478078
Intermediate Similarity	0.707	NPC110151
Intermediate Similarity	0.707	NPC473458
Intermediate Similarity	0.7066	NPC284888
Intermediate Similarity	0.7066	NPC323198
Intermediate Similarity	0.7066	NPC323752
Intermediate Similarity	0.7063	NPC222046
Intermediate Similarity	0.7061	NPC469450
Intermediate Similarity	0.705	NPC478011
Intermediate Similarity	0.705	NPC478012
Intermediate Similarity	0.7045	NPC469743
Intermediate Similarity	0.7043	NPC66777
Intermediate Similarity	0.704	NPC470549
Intermediate Similarity	0.7037	NPC476044
Intermediate Similarity	0.7037	NPC472589
Intermediate Similarity	0.7036	NPC225279
Intermediate Similarity	0.7036	NPC279589
Intermediate Similarity	0.7028	NPC264176
Intermediate Similarity	0.7026	NPC472588
Intermediate Similarity	0.7025	NPC128823
Intermediate Similarity	0.7025	NPC314176
Intermediate Similarity	0.7023	NPC41679
Intermediate Similarity	0.702	NPC285558
Intermediate Similarity	0.7016	NPC199667
Intermediate Similarity	0.7016	NPC326363
Intermediate Similarity	0.7015	NPC67401
Intermediate Similarity	0.7015	NPC473800

Drug Structure

NPD8365 OpenBabel08211713012D 63 71 0 0 1 0 0 0 0 0999 V2000 -2.5233 1.6538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6598 -2.9400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9531 0.2031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6949 2.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8991 3.1991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9906 0.7697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7874 -3.4287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4215 3.5197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6350 4.1373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7690 -4.2046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2799 2.5298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7069 3.7650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7489 0.5476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7200 -3.8956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2337 -0.9393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0258 -3.5355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8856 -0.4430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3540 -1.7483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0039 -0.3572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1022 0.8349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6919 -0.4115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0082 -0.3353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4017 -1.5963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1980 -0.4679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4755 -1.2194 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3517 2.1575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0074 1.2186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7888 -0.5381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2436 0.4198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5653 2.7751 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3419 0.0579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3095 1.0159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0081 1.2560 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1848 -2.2483 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.9826 -1.0912 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5786 -2.4297 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1907 -0.8080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7779 1.4712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4586 -0.0770 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9279 -2.9175 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1848 -1.2483 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2185 0.6423 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6029 -1.6170 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3717 0.9146 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7348 2.2180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7839 0.1056 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0797 -0.2839 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3535 -1.2897 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.2337 -2.5574 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 3.4661 -2.8904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1852 -0.9125 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7754 1.4013 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9913 0.8071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9566 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0147 1.9714 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3397 2.3701 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9650 1.8282 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3662 0.8101 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7960 2.5623 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3089 -2.3520 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7730 -0.1035 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5233 1.6538 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 6 1 0 0 0 0 2 7 1 0 0 0 0 3 47 1 0 0 0 0 4 55 1 0 0 0 0 5 56 1 0 0 0 0 8 9 2 0 0 0 0 8 11 1 0 0 0 0 9 12 1 0 0 0 0 10 14 2 0 0 0 0 10 16 1 0 0 0 0 11 26 2 0 0 0 0 12 30 2 0 0 0 0 13 17 1 0 0 0 0 13 27 1 0 0 0 0 14 40 1 0 0 0 0 15 18 1 0 0 0 0 16 49 1 0 0 0 0 17 48 1 0 0 0 0 18 49 1 0 0 0 0 19 28 2 0 0 0 0 19 29 1 0 0 0 0 20 31 2 0 0 0 0 20 32 1 0 0 0 0 21 39 1 0 0 0 0 22 25 1 0 0 0 0 22 42 1 0 0 0 0 23 25 1 0 0 0 0 23 48 1 0 0 0 0 24 39 1 0 0 0 0 24 48 1 0 0 0 0 25 21 1 6 0 0 0 26 27 1 0 0 0 0 26 30 1 0 0 0 0 27 33 2 0 0 0 0 28 31 1 0 0 0 0 28 41 1 0 0 0 0 29 32 2 0 0 0 0 29 42 1 0 0 0 0 30 45 1 0 0 0 0 31 47 1 0 0 0 0 32 55 1 0 0 0 0 33 42 1 0 0 0 0 33 45 1 0 0 0 0 34 40 1 0 0 0 0 34 41 1 0 0 0 0 34 49 1 0 0 0 0 35 41 1 1 0 0 0 35 43 1 0 0 0 0 35 47 1 0 0 0 0 36 40 1 6 0 0 0 36 43 1 0 0 0 0 36 50 1 0 0 0 0 37 46 2 3 0 0 0 37 51 1 0 0 0 0 38 52 2 0 0 0 0 38 56 1 0 0 0 0 39 6 1 6 0 0 0 39 53 1 0 0 0 0 40 7 1 1 0 0 0 41 15 1 6 0 0 0 42 38 1 6 0 0 0 43 37 1 1 0 0 0 43 54 1 0 0 0 0 44 46 1 0 0 0 0 44 57 1 0 0 0 0 44 58 1 0 0 0 0 45 59 1 0 0 0 0 50 60 1 0 0 0 0 51 61 1 0 0 0 0 53 62 1 0 0 0 0 54 63 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002085
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71306400
ChEBI
CAS Number

Drug Properties

Molecular Weight	768.42
ALogP	-3.0228
MLogP	4.76
XLogP	3.92
HDA	12
HBD	6
Rotatable Bonds	17
TPSA	180.34
RO5 Violation	2