NPASS drugs

Drug Information

Drug ID:	NPD6428
Drug Name:
Molecular Formula:	C25H43N5O15
Canonical SMILES:	OC[C@H]1O[C@H](O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1N)O)O)OC(C(=N[C@H](C(=N[C@@H](C(=O)O)CCC(=N)O)O)C)O)C)N=C(O)C
Standard InCHI:	InChI=1S/C25H43N5O15/c1-8(21(37)30-11(23(39)40)4-5-14(26)34)28-22(38)9(2)42-20-16(29-10(3)33)24(41)43-13(7-32)19(20)45-25-15(27)18(36)17(35)12(6-31)44-25/h8-9,11-13,15-20,24-25,31-32,35-36,41H,4-7,27H2,1-3H3,(H2,26,34)(H,28,38)(H,29,33)(H,30,37)(H,39,40)/t8-,9?,11+,12+,13+,15+,16+,17+,18+,19+,20+,24-,25-/m0/s1
Standard InCHIKey:	MXMOFDISXOBSJM-QYRWPYKKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6428

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	149
0.1-0.2	2734
0.2-0.3	15686
0.3-0.4	8997
0.4-0.5	2686
0.5-0.6	472
0.6-0.7	133
0.7-0.8	29
0.8-0.85	4
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	0.8316	NPC270005
Intermediate Similarity	0.8316	NPC208537
Intermediate Similarity	0.809	NPC316807
Intermediate Similarity	0.8061	NPC330590
Intermediate Similarity	0.7802	NPC318258
Intermediate Similarity	0.7755	NPC328646
Intermediate Similarity	0.7684	NPC83839
Intermediate Similarity	0.767	NPC42320
Intermediate Similarity	0.767	NPC188453
Intermediate Similarity	0.76	NPC470283
Intermediate Similarity	0.7396	NPC192025
Intermediate Similarity	0.7396	NPC253975
Intermediate Similarity	0.7396	NPC125253
Intermediate Similarity	0.7383	NPC475918
Intermediate Similarity	0.7347	NPC477060
Intermediate Similarity	0.7347	NPC314408
Intermediate Similarity	0.7347	NPC123746
Intermediate Similarity	0.7347	NPC314007
Intermediate Similarity	0.7347	NPC43850
Intermediate Similarity	0.7273	NPC470284
Intermediate Similarity	0.72	NPC176381
Intermediate Similarity	0.72	NPC195969
Intermediate Similarity	0.7191	NPC327486
Intermediate Similarity	0.7191	NPC223174
Intermediate Similarity	0.7191	NPC327753
Intermediate Similarity	0.7172	NPC470282
Intermediate Similarity	0.7172	NPC214376
Intermediate Similarity	0.71	NPC292345
Intermediate Similarity	0.7071	NPC306838
Intermediate Similarity	0.7071	NPC313552
Intermediate Similarity	0.7053	NPC70574
Intermediate Similarity	0.7041	NPC476523
Intermediate Similarity	0.701	NPC263058
Remote Similarity	0.699	NPC315334
Remote Similarity	0.6947	NPC98750
Remote Similarity	0.6916	NPC315036
Remote Similarity	0.6907	NPC36927
Remote Similarity	0.6907	NPC315969
Remote Similarity	0.6907	NPC271772
Remote Similarity	0.687	NPC259586
Remote Similarity	0.6854	NPC291650
Remote Similarity	0.6854	NPC129100
Remote Similarity	0.6854	NPC322801
Remote Similarity	0.681	NPC222481
Remote Similarity	0.681	NPC470621
Remote Similarity	0.6804	NPC471420
Remote Similarity	0.6804	NPC314466
Remote Similarity	0.6759	NPC471628
Remote Similarity	0.6759	NPC56298
Remote Similarity	0.6727	NPC221148
Remote Similarity	0.6723	NPC305261
Remote Similarity	0.6701	NPC100204
Remote Similarity	0.6701	NPC83248
Remote Similarity	0.6699	NPC477729
Remote Similarity	0.6667	NPC165119
Remote Similarity	0.66	NPC95478
Remote Similarity	0.66	NPC155670
Remote Similarity	0.66	NPC145748
Remote Similarity	0.6598	NPC150557
Remote Similarity	0.6596	NPC476248
Remote Similarity	0.6571	NPC61894
Remote Similarity	0.6571	NPC475603
Remote Similarity	0.6557	NPC325750
Remote Similarity	0.6556	NPC12040
Remote Similarity	0.6556	NPC76881
Remote Similarity	0.6549	NPC59589
Remote Similarity	0.6535	NPC227051
Remote Similarity	0.6525	NPC313813
Remote Similarity	0.65	NPC477237
Remote Similarity	0.6495	NPC314772
Remote Similarity	0.6495	NPC314968
Remote Similarity	0.6393	NPC477238
Remote Similarity	0.6379	NPC121479
Remote Similarity	0.6379	NPC57436
Remote Similarity	0.6372	NPC189854
Remote Similarity	0.6372	NPC166242
Remote Similarity	0.6372	NPC62845
Remote Similarity	0.6372	NPC322449
Remote Similarity	0.6372	NPC92874
Remote Similarity	0.6344	NPC50228
Remote Similarity	0.6344	NPC97736
Remote Similarity	0.6344	NPC250619
Remote Similarity	0.6341	NPC94319
Remote Similarity	0.6339	NPC227622
Remote Similarity	0.6316	NPC325900
Remote Similarity	0.6316	NPC10897
Remote Similarity	0.6316	NPC141325
Remote Similarity	0.6289	NPC476324
Remote Similarity	0.6289	NPC476130
Remote Similarity	0.6283	NPC239705
Remote Similarity	0.6283	NPC314413
Remote Similarity	0.6283	NPC314398
Remote Similarity	0.6277	NPC211428
Remote Similarity	0.6277	NPC285003
Remote Similarity	0.6277	NPC241265
Remote Similarity	0.6277	NPC478256
Remote Similarity	0.6277	NPC476285
Remote Similarity	0.6277	NPC476291
Remote Similarity	0.6275	NPC320936
Remote Similarity	0.625	NPC477728
Remote Similarity	0.625	NPC138435
Remote Similarity	0.6182	NPC189629
Remote Similarity	0.6182	NPC160066
Remote Similarity	0.6174	NPC201128
Remote Similarity	0.617	NPC28348
Remote Similarity	0.617	NPC193280
Remote Similarity	0.617	NPC473985
Remote Similarity	0.617	NPC475808
Remote Similarity	0.617	NPC474299
Remote Similarity	0.617	NPC474298
Remote Similarity	0.617	NPC314273
Remote Similarity	0.6161	NPC255175
Remote Similarity	0.6161	NPC271207
Remote Similarity	0.6161	NPC206711
Remote Similarity	0.6161	NPC225978
Remote Similarity	0.6146	NPC55274
Remote Similarity	0.6124	NPC313657
Remote Similarity	0.6121	NPC137453
Remote Similarity	0.6111	NPC473581
Remote Similarity	0.6111	NPC282705
Remote Similarity	0.6111	NPC473604
Remote Similarity	0.6111	NPC473950
Remote Similarity	0.6111	NPC111567
Remote Similarity	0.6111	NPC475125
Remote Similarity	0.6111	NPC309898
Remote Similarity	0.6111	NPC15851
Remote Similarity	0.6111	NPC186840
Remote Similarity	0.6111	NPC263545
Remote Similarity	0.6111	NPC182632
Remote Similarity	0.6087	NPC74035
Remote Similarity	0.6082	NPC163812
Remote Similarity	0.6082	NPC225748
Remote Similarity	0.6082	NPC169085
Remote Similarity	0.6082	NPC206823
Remote Similarity	0.6082	NPC9763
Remote Similarity	0.6082	NPC39266
Remote Similarity	0.6075	NPC159369
Remote Similarity	0.6075	NPC39290
Remote Similarity	0.6067	NPC321536
Remote Similarity	0.6064	NPC206601
Remote Similarity	0.6053	NPC477198
Remote Similarity	0.6031	NPC73829
Remote Similarity	0.6031	NPC119794
Remote Similarity	0.6022	NPC471761
Remote Similarity	0.6022	NPC471760
Remote Similarity	0.6022	NPC190418
Remote Similarity	0.6019	NPC209047
Remote Similarity	0.6019	NPC242503
Remote Similarity	0.6019	NPC43074
Remote Similarity	0.6019	NPC139782
Remote Similarity	0.6019	NPC74672
Remote Similarity	0.6	NPC158445
Remote Similarity	0.6	NPC192066
Remote Similarity	0.6	NPC126779
Remote Similarity	0.6	NPC17290
Remote Similarity	0.6	NPC35269
Remote Similarity	0.6	NPC37681
Remote Similarity	0.6	NPC23454
Remote Similarity	0.6	NPC256570
Remote Similarity	0.6	NPC262312
Remote Similarity	0.6	NPC282088
Remote Similarity	0.6	NPC157353
Remote Similarity	0.6	NPC3568
Remote Similarity	0.6	NPC54961
Remote Similarity	0.6	NPC156782
Remote Similarity	0.6	NPC70323
Remote Similarity	0.5985	NPC477072
Remote Similarity	0.5983	NPC317534
Remote Similarity	0.5968	NPC313802
Remote Similarity	0.5968	NPC314268
Remote Similarity	0.5968	NPC67917
Remote Similarity	0.5968	NPC477515
Remote Similarity	0.5954	NPC475472
Remote Similarity	0.595	NPC241597
Remote Similarity	0.5941	NPC473984
Remote Similarity	0.594	NPC235772
Remote Similarity	0.594	NPC280941
Remote Similarity	0.594	NPC75318
Remote Similarity	0.5918	NPC43219
Remote Similarity	0.59	NPC472594
Remote Similarity	0.59	NPC477350
Remote Similarity	0.5896	NPC145899
Remote Similarity	0.5893	NPC8098
Remote Similarity	0.5893	NPC183449
Remote Similarity	0.5893	NPC45313
Remote Similarity	0.5893	NPC197294
Remote Similarity	0.589	NPC316244
Remote Similarity	0.5889	NPC320598
Remote Similarity	0.5889	NPC254541
Remote Similarity	0.5865	NPC477730
Remote Similarity	0.5865	NPC76999
Remote Similarity	0.5859	NPC86064
Remote Similarity	0.5842	NPC476782
Remote Similarity	0.5842	NPC316242
Remote Similarity	0.5842	NPC476783
Remote Similarity	0.5842	NPC476781
Remote Similarity	0.5842	NPC216883
Remote Similarity	0.5833	NPC472579
Remote Similarity	0.5833	NPC67099
Remote Similarity	0.5827	NPC471262

Drug Structure

NPD6428 OpenBabel08211709092D 58 59 0 0 1 0 0 0 0 0999 V2000 1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 5.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 7.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 7.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 7.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 9.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 9.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 8.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 9 1 0 0 0 0 3 10 1 0 0 0 0 4 5 1 0 0 0 0 5 14 1 0 0 0 0 6 31 1 0 0 0 0 7 32 1 0 0 0 0 8 1 1 6 0 0 0 8 21 1 0 0 0 0 8 28 1 0 0 0 0 9 22 1 0 0 0 0 9 42 1 0 0 0 0 10 29 2 3 0 0 0 10 33 1 0 0 0 0 11 4 1 1 0 0 0 11 23 1 0 0 0 0 11 30 1 0 0 0 0 12 6 1 6 0 0 0 12 17 1 0 0 0 0 12 44 1 0 0 0 0 13 7 1 6 0 0 0 13 19 1 0 0 0 0 13 43 1 0 0 0 0 14 26 2 0 0 0 0 14 34 1 0 0 0 0 15 18 1 0 0 0 0 15 25 1 0 0 0 0 15 27 1 1 0 0 0 16 20 1 0 0 0 0 16 24 1 0 0 0 0 16 29 1 1 0 0 0 17 18 1 0 0 0 0 17 35 1 1 0 0 0 18 36 1 6 0 0 0 19 20 1 0 0 0 0 19 45 1 1 0 0 0 20 42 1 6 0 0 0 21 30 2 3 0 0 0 21 37 1 0 0 0 0 22 28 2 3 0 0 0 22 38 1 0 0 0 0 23 39 2 0 0 0 0 23 40 1 0 0 0 0 24 41 1 1 0 0 0 24 43 1 0 0 0 0 25 44 1 0 0 0 0 25 45 1 6 0 0 0 26 46 1 0 0 0 0 27 47 1 0 0 0 0 27 48 1 0 0 0 0 31 49 1 0 0 0 0 32 50 1 0 0 0 0 33 51 1 0 0 0 0 34 52 1 0 0 0 0 35 53 1 0 0 0 0 36 54 1 0 0 0 0 37 55 1 0 0 0 0 38 56 1 0 0 0 0 40 57 1 0 0 0 0 41 58 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003757
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3035438
ChEBI
CAS Number

Drug Properties

Molecular Weight	653.28
ALogP	-5.0737
MLogP	2.01
XLogP	-5.997
HDA	20
HBD	12
Rotatable Bonds	29
TPSA	343.24
RO5 Violation	3