NPASS drugs

Drug Information

Drug ID:	NPD6824
Drug Name:
Molecular Formula:	C27H32N4O4
Canonical SMILES:	ON=C([C@H](N1CC[C@@](C1=O)(N)c1ccc(cc1)OCc1cc(C)nc2c1cccc2)CC(C)C)O
Standard InCHI:	InChI=1S/C27H32N4O4/c1-17(2)14-24(25(32)30-34)31-13-12-27(28,26(31)33)20-8-10-21(11-9-20)35-16-19-15-18(3)29-23-7-5-4-6-22(19)23/h4-11,15,17,24,34H,12-14,16,28H2,1-3H3,(H,30,32)/t24-,27-/m1/s1
Standard InCHIKey:	QVNZBDLTUKCPGJ-SHQCIBLASA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6824

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	289
0.1-0.2	1358
0.2-0.3	8380
0.3-0.4	4541
0.4-0.5	11418
0.5-0.6	2828
0.6-0.7	1641
0.7-0.8	417
0.8-0.85	18
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	0.831	NPC303658
Intermediate Similarity	0.8206	NPC184680
Intermediate Similarity	0.8178	NPC305984
Intermediate Similarity	0.817	NPC470785
Intermediate Similarity	0.817	NPC470784
Intermediate Similarity	0.8136	NPC194740
Intermediate Similarity	0.8128	NPC319232
Intermediate Similarity	0.8128	NPC24370
Intermediate Similarity	0.8091	NPC124920
Intermediate Similarity	0.8091	NPC304307
Intermediate Similarity	0.8091	NPC34580
Intermediate Similarity	0.8091	NPC118559
Intermediate Similarity	0.8054	NPC100547
Intermediate Similarity	0.8018	NPC223409
Intermediate Similarity	0.8018	NPC322135
Intermediate Similarity	0.8018	NPC95240
Intermediate Similarity	0.8009	NPC474183
Intermediate Similarity	0.8009	NPC261251
Intermediate Similarity	0.7982	NPC14288
Intermediate Similarity	0.7981	NPC471304
Intermediate Similarity	0.7964	NPC214142
Intermediate Similarity	0.7946	NPC321592
Intermediate Similarity	0.7946	NPC54803
Intermediate Similarity	0.7911	NPC323198
Intermediate Similarity	0.7911	NPC284888
Intermediate Similarity	0.7911	NPC323752
Intermediate Similarity	0.7907	NPC472098
Intermediate Similarity	0.7907	NPC264176
Intermediate Similarity	0.7895	NPC475816
Intermediate Similarity	0.7892	NPC471762
Intermediate Similarity	0.789	NPC473041
Intermediate Similarity	0.788	NPC148183
Intermediate Similarity	0.788	NPC152768
Intermediate Similarity	0.7876	NPC245055
Intermediate Similarity	0.7876	NPC33064
Intermediate Similarity	0.787	NPC469592
Intermediate Similarity	0.787	NPC471080
Intermediate Similarity	0.7851	NPC82472
Intermediate Similarity	0.785	NPC469589
Intermediate Similarity	0.7848	NPC157931
Intermediate Similarity	0.7821	NPC133609
Intermediate Similarity	0.7818	NPC472099
Intermediate Similarity	0.7818	NPC323969
Intermediate Similarity	0.7812	NPC311906
Intermediate Similarity	0.7808	NPC96321
Intermediate Similarity	0.7808	NPC469594
Intermediate Similarity	0.7804	NPC475910
Intermediate Similarity	0.7788	NPC475720
Intermediate Similarity	0.7788	NPC474192
Intermediate Similarity	0.7787	NPC189079
Intermediate Similarity	0.7778	NPC326363
Intermediate Similarity	0.7758	NPC21638
Intermediate Similarity	0.7753	NPC473105
Intermediate Similarity	0.7733	NPC66777
Intermediate Similarity	0.7725	NPC329747
Intermediate Similarity	0.771	NPC472111
Intermediate Similarity	0.7703	NPC60621
Intermediate Similarity	0.77	NPC223427
Intermediate Similarity	0.7696	NPC131486
Intermediate Similarity	0.7689	NPC257851
Intermediate Similarity	0.7686	NPC272549
Intermediate Similarity	0.7679	NPC244543
Intermediate Similarity	0.7668	NPC280272
Intermediate Similarity	0.7658	NPC128115
Intermediate Similarity	0.7653	NPC295898
Intermediate Similarity	0.7652	NPC28945
Intermediate Similarity	0.7652	NPC184225
Intermediate Similarity	0.7642	NPC325976
Intermediate Similarity	0.7636	NPC74969
Intermediate Similarity	0.7636	NPC330009
Intermediate Similarity	0.7611	NPC478078
Intermediate Similarity	0.76	NPC473449
Intermediate Similarity	0.7598	NPC220852
Intermediate Similarity	0.7596	NPC117244
Intermediate Similarity	0.7596	NPC473763
Intermediate Similarity	0.7576	NPC285343
Intermediate Similarity	0.7559	NPC329793
Intermediate Similarity	0.7557	NPC469928
Intermediate Similarity	0.7535	NPC476098
Intermediate Similarity	0.7532	NPC81939
Intermediate Similarity	0.7522	NPC329631
Intermediate Similarity	0.7512	NPC270918
Intermediate Similarity	0.7512	NPC53344
Intermediate Similarity	0.751	NPC315467
Intermediate Similarity	0.75	NPC475666
Intermediate Similarity	0.7489	NPC75179
Intermediate Similarity	0.7477	NPC322064
Intermediate Similarity	0.7466	NPC74562
Intermediate Similarity	0.7466	NPC478074
Intermediate Similarity	0.7466	NPC316181
Intermediate Similarity	0.7466	NPC151781
Intermediate Similarity	0.7458	NPC329982
Intermediate Similarity	0.7454	NPC473460
Intermediate Similarity	0.7448	NPC67401
Intermediate Similarity	0.7448	NPC181081
Intermediate Similarity	0.7443	NPC174758
Intermediate Similarity	0.7411	NPC281049
Intermediate Similarity	0.7409	NPC269367
Intermediate Similarity	0.7407	NPC291535
Intermediate Similarity	0.7407	NPC475085
Intermediate Similarity	0.7407	NPC475112
Intermediate Similarity	0.7401	NPC122436
Intermediate Similarity	0.7399	NPC274982
Intermediate Similarity	0.7397	NPC470931
Intermediate Similarity	0.7397	NPC82548
Intermediate Similarity	0.7395	NPC249040
Intermediate Similarity	0.7393	NPC101350
Intermediate Similarity	0.7389	NPC198503
Intermediate Similarity	0.7386	NPC314882
Intermediate Similarity	0.7385	NPC476106
Intermediate Similarity	0.7383	NPC72211
Intermediate Similarity	0.7378	NPC313804
Intermediate Similarity	0.7378	NPC315804
Intermediate Similarity	0.7378	NPC213530
Intermediate Similarity	0.7378	NPC193267
Intermediate Similarity	0.7376	NPC87413
Intermediate Similarity	0.7373	NPC473540
Intermediate Similarity	0.7371	NPC141053
Intermediate Similarity	0.7368	NPC97746
Intermediate Similarity	0.7364	NPC91868
Intermediate Similarity	0.7364	NPC63971
Intermediate Similarity	0.7362	NPC477585
Intermediate Similarity	0.7362	NPC477586
Intermediate Similarity	0.7362	NPC477590
Intermediate Similarity	0.7362	NPC260909
Intermediate Similarity	0.7362	NPC477588
Intermediate Similarity	0.7359	NPC260434
Intermediate Similarity	0.7357	NPC220851
Intermediate Similarity	0.7355	NPC478080
Intermediate Similarity	0.7355	NPC303374
Intermediate Similarity	0.7354	NPC478157
Intermediate Similarity	0.7352	NPC249583
Intermediate Similarity	0.735	NPC235685
Intermediate Similarity	0.7345	NPC150239
Intermediate Similarity	0.7339	NPC478009
Intermediate Similarity	0.7339	NPC285558
Intermediate Similarity	0.7336	NPC70956
Intermediate Similarity	0.7336	NPC243834
Intermediate Similarity	0.7331	NPC477066
Intermediate Similarity	0.7328	NPC473186
Intermediate Similarity	0.7325	NPC478083
Intermediate Similarity	0.7324	NPC230313
Intermediate Similarity	0.7322	NPC17437
Intermediate Similarity	0.7321	NPC478077
Intermediate Similarity	0.7318	NPC287208
Intermediate Similarity	0.7317	NPC283152
Intermediate Similarity	0.7311	NPC78609
Intermediate Similarity	0.7311	NPC473004
Intermediate Similarity	0.7308	NPC84478
Intermediate Similarity	0.7308	NPC295228
Intermediate Similarity	0.7306	NPC45190
Intermediate Similarity	0.7306	NPC475841
Intermediate Similarity	0.7306	NPC191489
Intermediate Similarity	0.7306	NPC474145
Intermediate Similarity	0.7304	NPC186351
Intermediate Similarity	0.7302	NPC306376
Intermediate Similarity	0.7301	NPC298436
Intermediate Similarity	0.7301	NPC288987
Intermediate Similarity	0.73	NPC478081
Intermediate Similarity	0.73	NPC477067
Intermediate Similarity	0.73	NPC478082
Intermediate Similarity	0.7299	NPC473008
Intermediate Similarity	0.7294	NPC162484
Intermediate Similarity	0.7293	NPC125597
Intermediate Similarity	0.729	NPC70259
Intermediate Similarity	0.7285	NPC477160
Intermediate Similarity	0.7285	NPC478158
Intermediate Similarity	0.7285	NPC174672
Intermediate Similarity	0.7281	NPC478141
Intermediate Similarity	0.7281	NPC232727
Intermediate Similarity	0.7277	NPC16066
Intermediate Similarity	0.7277	NPC477589
Intermediate Similarity	0.7277	NPC477587
Intermediate Similarity	0.7277	NPC477979
Intermediate Similarity	0.7273	NPC321428
Intermediate Similarity	0.7273	NPC4687
Intermediate Similarity	0.7273	NPC195788
Intermediate Similarity	0.7273	NPC237901
Intermediate Similarity	0.7269	NPC132642
Intermediate Similarity	0.7269	NPC225279
Intermediate Similarity	0.7265	NPC39370
Intermediate Similarity	0.7265	NPC284685
Intermediate Similarity	0.7265	NPC478006
Intermediate Similarity	0.726	NPC176127
Intermediate Similarity	0.726	NPC47059
Intermediate Similarity	0.726	NPC165349
Intermediate Similarity	0.726	NPC274291
Intermediate Similarity	0.726	NPC329708
Intermediate Similarity	0.726	NPC14339
Intermediate Similarity	0.726	NPC264166
Intermediate Similarity	0.726	NPC118832
Intermediate Similarity	0.7257	NPC247803
Intermediate Similarity	0.7257	NPC99891
Intermediate Similarity	0.7257	NPC475844
Intermediate Similarity	0.7256	NPC267928
Intermediate Similarity	0.7253	NPC196718
Intermediate Similarity	0.7253	NPC102593
Intermediate Similarity	0.7252	NPC470020
Intermediate Similarity	0.7252	NPC167860
Intermediate Similarity	0.7252	NPC123976

Drug Structure

NPD6824 OpenBabel08211710072D 39 42 0 0 1 0 0 0 0 0999 V2000 2.6769 1.1918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3650 -0.3537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9416 -5.9412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7874 -1.5459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6333 -2.0342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9416 -2.0342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6333 -3.0110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8662 -3.0110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7121 -1.5459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7121 -3.4994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5580 -2.0342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5717 -0.1652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8459 0.4884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6825 -0.1768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0957 -4.4761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2498 -3.0110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5748 0.2204 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9416 -4.9645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0957 -3.4994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8662 -2.0342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5580 -3.0110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9416 -3.0110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7874 -3.4994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8923 0.3973 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9944 1.3687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2031 -0.9554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1745 -1.0575 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1745 -2.0342 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.7874 -4.4761 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2042 1.9428 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 1.8867 1.7659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4505 -1.6813 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6881 1.5455 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4039 -3.4994 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0204 -2.5226 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3286 -2.5226 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9888 2.7373 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4783 2.1196 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 18 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 22 2 0 0 0 0 7 23 2 0 0 0 0 8 10 1 0 0 0 0 8 20 2 0 0 0 0 9 11 2 0 0 0 0 9 20 1 0 0 0 0 10 21 2 0 0 0 0 11 21 1 0 0 0 0 12 13 1 0 0 0 0 12 27 1 0 0 0 0 13 31 1 0 0 0 0 14 17 1 0 0 0 0 15 18 1 0 0 0 0 15 19 2 0 0 0 0 16 19 1 0 0 0 0 16 35 1 0 0 0 0 18 29 2 0 0 0 0 19 22 1 0 0 0 0 20 27 1 0 0 0 0 21 35 1 0 0 0 0 22 23 1 0 0 0 0 23 29 1 0 0 0 0 24 14 1 1 0 0 0 24 25 1 0 0 0 0 24 31 1 0 0 0 0 25 30 2 3 0 0 0 25 32 1 0 0 0 0 26 27 1 0 0 0 0 26 31 1 0 0 0 0 26 33 2 0 0 0 0 27 28 1 1 0 0 0 28 36 1 0 0 0 0 28 37 1 0 0 0 0 30 34 1 0 0 0 0 32 38 1 0 0 0 0 34 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000038
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9847838
ChEBI
CAS Number

Drug Properties

Molecular Weight	476.24
ALogP	-1.1755
MLogP	3.55
XLogP	5.536
HDA	5
HBD	3
Rotatable Bonds	14
TPSA	121.27
RO5 Violation	1