NPASS drugs

Drug Information

Drug ID:	NPD4186
Drug Name:
Molecular Formula:	C20H28N4O7
Canonical SMILES:	OC(=O)C[C@@H](C(=N[C@H](C(=O)O)C(C)C)O)N=C(CCCOc1ccc(cc1)C(=N)N)O
Standard InCHI:	InChI=1S/C20H28N4O7/c1-11(2)17(20(29)30)24-19(28)14(10-16(26)27)23-15(25)4-3-9-31-13-7-5-12(6-8-13)18(21)22/h5-8,11,14,17H,3-4,9-10H2,1-2H3,(H3,21,22)(H,23,25)(H,24,28)(H,26,27)(H,29,30)/t14-,17-/m0/s1
Standard InCHIKey:	JFCXCBBSUORTNS-YOEHRIQHSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4186

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	113
0.1-0.2	759
0.2-0.3	3798
0.3-0.4	9024
0.4-0.5	4486
0.5-0.6	11510
0.6-0.7	1113
0.7-0.8	86
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	0.8264	NPC470392
Intermediate Similarity	0.7922	NPC132771
Intermediate Similarity	0.7688	NPC212699
Intermediate Similarity	0.7688	NPC207675
Intermediate Similarity	0.7582	NPC197921
Intermediate Similarity	0.7578	NPC56635
Intermediate Similarity	0.7569	NPC474862
Intermediate Similarity	0.7533	NPC274732
Intermediate Similarity	0.7533	NPC471953
Intermediate Similarity	0.7532	NPC469360
Intermediate Similarity	0.7532	NPC91953
Intermediate Similarity	0.75	NPC6570
Intermediate Similarity	0.7467	NPC326966
Intermediate Similarity	0.7431	NPC263835
Intermediate Similarity	0.7419	NPC83289
Intermediate Similarity	0.7419	NPC212850
Intermediate Similarity	0.7419	NPC189724
Intermediate Similarity	0.7383	NPC296712
Intermediate Similarity	0.7368	NPC169766
Intermediate Similarity	0.7365	NPC473502
Intermediate Similarity	0.7342	NPC97004
Intermediate Similarity	0.7342	NPC161155
Intermediate Similarity	0.7342	NPC136951
Intermediate Similarity	0.7321	NPC186617
Intermediate Similarity	0.7314	NPC315542
Intermediate Similarity	0.7312	NPC324081
Intermediate Similarity	0.7305	NPC254700
Intermediate Similarity	0.7296	NPC97282
Intermediate Similarity	0.729	NPC48202
Intermediate Similarity	0.7278	NPC473693
Intermediate Similarity	0.7278	NPC471568
Intermediate Similarity	0.7246	NPC472923
Intermediate Similarity	0.7241	NPC43275
Intermediate Similarity	0.7233	NPC247298
Intermediate Similarity	0.7219	NPC325651
Intermediate Similarity	0.7211	NPC27581
Intermediate Similarity	0.7192	NPC17388
Intermediate Similarity	0.7192	NPC160120
Intermediate Similarity	0.7192	NPC53596
Intermediate Similarity	0.7192	NPC289330
Intermediate Similarity	0.7192	NPC471308
Intermediate Similarity	0.719	NPC307123
Intermediate Similarity	0.719	NPC247018
Intermediate Similarity	0.719	NPC97870
Intermediate Similarity	0.7188	NPC313414
Intermediate Similarity	0.7176	NPC269383
Intermediate Similarity	0.7176	NPC151030
Intermediate Similarity	0.7163	NPC166837
Intermediate Similarity	0.716	NPC127362
Intermediate Similarity	0.7143	NPC245974
Intermediate Similarity	0.7134	NPC241086
Intermediate Similarity	0.7134	NPC317741
Intermediate Similarity	0.7134	NPC328137
Intermediate Similarity	0.7134	NPC282087
Intermediate Similarity	0.7134	NPC318984
Intermediate Similarity	0.7134	NPC318028
Intermediate Similarity	0.7134	NPC259800
Intermediate Similarity	0.7133	NPC29477
Intermediate Similarity	0.7124	NPC308885
Intermediate Similarity	0.7124	NPC255550
Intermediate Similarity	0.7124	NPC45191
Intermediate Similarity	0.7123	NPC256369
Intermediate Similarity	0.7123	NPC319950
Intermediate Similarity	0.7123	NPC283760
Intermediate Similarity	0.7108	NPC319320
Intermediate Similarity	0.7108	NPC287757
Intermediate Similarity	0.7105	NPC478147
Intermediate Similarity	0.7083	NPC317254
Intermediate Similarity	0.7076	NPC196091
Intermediate Similarity	0.7075	NPC476183
Intermediate Similarity	0.7067	NPC95733
Intermediate Similarity	0.7067	NPC62101
Intermediate Similarity	0.7063	NPC26524
Intermediate Similarity	0.7063	NPC81026
Intermediate Similarity	0.7059	NPC314861
Intermediate Similarity	0.7047	NPC471314
Intermediate Similarity	0.7047	NPC471315
Intermediate Similarity	0.7044	NPC204546
Intermediate Similarity	0.7027	NPC476281
Intermediate Similarity	0.7027	NPC476184
Intermediate Similarity	0.7025	NPC197239
Intermediate Similarity	0.7025	NPC36434
Intermediate Similarity	0.7025	NPC326860
Intermediate Similarity	0.7	NPC266741
Intermediate Similarity	0.7	NPC476260
Intermediate Similarity	0.7	NPC211218
Intermediate Similarity	0.7	NPC476241
Remote Similarity	0.6994	NPC49315
Remote Similarity	0.6993	NPC273814
Remote Similarity	0.6989	NPC45112
Remote Similarity	0.6989	NPC134413
Remote Similarity	0.6989	NPC271958
Remote Similarity	0.6989	NPC263507
Remote Similarity	0.6987	NPC218530
Remote Similarity	0.6981	NPC298821
Remote Similarity	0.698	NPC142577
Remote Similarity	0.6974	NPC476353
Remote Similarity	0.697	NPC47672
Remote Similarity	0.6968	NPC244866
Remote Similarity	0.6968	NPC93882
Remote Similarity	0.6968	NPC130595
Remote Similarity	0.6954	NPC476179
Remote Similarity	0.6954	NPC476125
Remote Similarity	0.6944	NPC469830
Remote Similarity	0.6937	NPC123761
Remote Similarity	0.6937	NPC66518
Remote Similarity	0.6933	NPC476278
Remote Similarity	0.6932	NPC475421
Remote Similarity	0.6927	NPC235194
Remote Similarity	0.6927	NPC299806
Remote Similarity	0.6923	NPC313737
Remote Similarity	0.6923	NPC285078
Remote Similarity	0.6923	NPC6854
Remote Similarity	0.6918	NPC258992
Remote Similarity	0.691	NPC469831
Remote Similarity	0.6909	NPC182119
Remote Similarity	0.6883	NPC471306
Remote Similarity	0.6883	NPC471321
Remote Similarity	0.6879	NPC284855
Remote Similarity	0.6879	NPC282477
Remote Similarity	0.6879	NPC40234
Remote Similarity	0.6875	NPC474902
Remote Similarity	0.6872	NPC469829
Remote Similarity	0.6871	NPC17760
Remote Similarity	0.6868	NPC283207
Remote Similarity	0.6867	NPC39431
Remote Similarity	0.6855	NPC471316
Remote Similarity	0.6852	NPC78530
Remote Similarity	0.6849	NPC303370
Remote Similarity	0.6845	NPC140915
Remote Similarity	0.6845	NPC10221
Remote Similarity	0.6845	NPC305700
Remote Similarity	0.6845	NPC187028
Remote Similarity	0.6845	NPC233926
Remote Similarity	0.6845	NPC197741
Remote Similarity	0.6845	NPC18249
Remote Similarity	0.6842	NPC4974
Remote Similarity	0.6835	NPC196708
Remote Similarity	0.6835	NPC64205
Remote Similarity	0.6821	NPC66490
Remote Similarity	0.6818	NPC8467
Remote Similarity	0.6818	NPC153990
Remote Similarity	0.6818	NPC311753
Remote Similarity	0.6818	NPC251571
Remote Similarity	0.6816	NPC86678
Remote Similarity	0.6816	NPC167763
Remote Similarity	0.6816	NPC470903
Remote Similarity	0.6816	NPC470112
Remote Similarity	0.6815	NPC105541
Remote Similarity	0.6802	NPC61004
Remote Similarity	0.6797	NPC320242
Remote Similarity	0.6797	NPC124776
Remote Similarity	0.6788	NPC277857
Remote Similarity	0.6788	NPC115144
Remote Similarity	0.6786	NPC283546
Remote Similarity	0.6784	NPC22014
Remote Similarity	0.6782	NPC475204
Remote Similarity	0.6782	NPC475123
Remote Similarity	0.6781	NPC118202
Remote Similarity	0.6776	NPC61332
Remote Similarity	0.6776	NPC240130
Remote Similarity	0.6772	NPC473463
Remote Similarity	0.677	NPC477838
Remote Similarity	0.677	NPC168861
Remote Similarity	0.677	NPC477837
Remote Similarity	0.6768	NPC9373
Remote Similarity	0.6761	NPC164608
Remote Similarity	0.6761	NPC227778
Remote Similarity	0.6761	NPC474953
Remote Similarity	0.6761	NPC151530
Remote Similarity	0.6761	NPC158277
Remote Similarity	0.6761	NPC157473
Remote Similarity	0.6761	NPC471165
Remote Similarity	0.6758	NPC4910
Remote Similarity	0.6758	NPC329731
Remote Similarity	0.6757	NPC323948
Remote Similarity	0.6755	NPC160493
Remote Similarity	0.6753	NPC301713
Remote Similarity	0.6752	NPC214869
Remote Similarity	0.6752	NPC328070
Remote Similarity	0.675	NPC214988
Remote Similarity	0.6748	NPC178466
Remote Similarity	0.6748	NPC63628
Remote Similarity	0.6746	NPC156311
Remote Similarity	0.6739	NPC248822
Remote Similarity	0.6738	NPC473855
Remote Similarity	0.6737	NPC311357
Remote Similarity	0.6735	NPC197470
Remote Similarity	0.6735	NPC51345
Remote Similarity	0.6733	NPC321133
Remote Similarity	0.6733	NPC41801
Remote Similarity	0.6732	NPC47667
Remote Similarity	0.6731	NPC195749
Remote Similarity	0.6731	NPC52029
Remote Similarity	0.6731	NPC35961
Remote Similarity	0.673	NPC6913
Remote Similarity	0.6728	NPC195814
Remote Similarity	0.6726	NPC256689
Remote Similarity	0.6726	NPC473580
Remote Similarity	0.6726	NPC123011

Drug Structure

NPD4186 OpenBabel08211704332D 38 38 0 0 1 0 0 0 0 0999 V2000 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 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 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 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 0.5000 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 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 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 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 N 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 -6.0622 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 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 0.8660 4.5000 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 -1.7321 -1.0000 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 -6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 4 1 0 0 0 0 3 9 1 0 0 0 0 4 15 1 0 0 0 0 5 7 1 0 0 0 0 5 12 2 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 31 1 0 0 0 0 10 16 1 0 0 0 0 12 18 1 0 0 0 0 13 31 1 0 0 0 0 14 10 1 1 0 0 0 14 19 1 0 0 0 0 14 23 1 0 0 0 0 15 23 2 3 0 0 0 15 25 1 0 0 0 0 16 26 2 0 0 0 0 16 27 1 0 0 0 0 17 11 1 6 0 0 0 17 20 1 0 0 0 0 17 24 1 0 0 0 0 18 21 1 0 0 0 0 18 22 2 0 0 0 0 19 24 2 3 0 0 0 19 28 1 0 0 0 0 20 29 2 0 0 0 0 20 30 1 0 0 0 0 21 32 1 0 0 0 0 21 33 1 0 0 0 0 22 34 1 0 0 0 0 25 35 1 0 0 0 0 27 36 1 0 0 0 0 28 37 1 0 0 0 0 30 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003629
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	132814
ChEBI
CAS Number

Drug Properties

Molecular Weight	436.20
ALogP	-1.2216
MLogP	2.45
XLogP	-1.156
HDA	10
HBD	6
Rotatable Bonds	20
TPSA	198.88
RO5 Violation	2