NPASS drugs

Drug Information

Drug ID:	NPD7303
Drug Name:	EK-399
Molecular Formula:	C29H40N6O7S
Canonical SMILES:	CCN([C@H](C(=NN=C(O)C)O)Cc1ccccc1)C(=O)CN=C([C@H](N=C([C@H](Cc1ccc(cc1)O)N)O)CCS(=O)C)O
Standard InCHI:	InChI=1S/C29H40N6O7S/c1-4-35(25(29(41)34-33-19(2)36)17-20-8-6-5-7-9-20)26(38)18-31-28(40)24(14-15-43(3)42)32-27(39)23(30)16-21-10-12-22(37)13-11-21/h5-13,23-25,37H,4,14-18,30H2,1-3H3,(H,31,40)(H,32,39)(H,33,36)(H,34,41)/t23-,24+,25-,43?/m0/s1
Standard InCHIKey:	DGRBIBZHQFWCCU-JNMKZNQNSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7303

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	127
0.1-0.2	1081
0.2-0.3	7873
0.3-0.4	5377
0.4-0.5	11692
0.5-0.6	4047
0.6-0.7	551
0.7-0.8	135
0.8-0.85	7
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	0.8425	NPC476989
Intermediate Similarity	0.8377	NPC323336
Intermediate Similarity	0.8377	NPC326349
Intermediate Similarity	0.8232	NPC153554
Intermediate Similarity	0.8146	NPC16188
Intermediate Similarity	0.8075	NPC315388
Intermediate Similarity	0.8038	NPC469243
Intermediate Similarity	0.7987	NPC473491
Intermediate Similarity	0.7945	NPC326966
Intermediate Similarity	0.7935	NPC233702
Intermediate Similarity	0.7925	NPC475544
Intermediate Similarity	0.7888	NPC223207
Intermediate Similarity	0.7885	NPC202198
Intermediate Similarity	0.7862	NPC244336
Intermediate Similarity	0.7857	NPC283760
Intermediate Similarity	0.784	NPC290755
Intermediate Similarity	0.784	NPC304074
Intermediate Similarity	0.784	NPC471771
Intermediate Similarity	0.7791	NPC328649
Intermediate Similarity	0.7785	NPC473580
Intermediate Similarity	0.7778	NPC266741
Intermediate Similarity	0.7778	NPC63931
Intermediate Similarity	0.7771	NPC56685
Intermediate Similarity	0.7764	NPC241794
Intermediate Similarity	0.773	NPC61004
Intermediate Similarity	0.7727	NPC81026
Intermediate Similarity	0.7703	NPC257390
Intermediate Similarity	0.7697	NPC198254
Intermediate Similarity	0.7697	NPC274198
Intermediate Similarity	0.7687	NPC325651
Intermediate Similarity	0.7682	NPC313694
Intermediate Similarity	0.7682	NPC242159
Intermediate Similarity	0.7673	NPC476268
Intermediate Similarity	0.7673	NPC244509
Intermediate Similarity	0.764	NPC319320
Intermediate Similarity	0.764	NPC287757
Intermediate Similarity	0.7636	NPC280022
Intermediate Similarity	0.7605	NPC475532
Intermediate Similarity	0.76	NPC267237
Intermediate Similarity	0.759	NPC276506
Intermediate Similarity	0.7571	NPC317254
Intermediate Similarity	0.756	NPC165285
Intermediate Similarity	0.7547	NPC5194
Intermediate Similarity	0.7547	NPC261934
Intermediate Similarity	0.7547	NPC262166
Intermediate Similarity	0.7515	NPC196243
Intermediate Similarity	0.75	NPC289776
Intermediate Similarity	0.75	NPC133470
Intermediate Similarity	0.75	NPC191863
Intermediate Similarity	0.7485	NPC46009
Intermediate Similarity	0.7465	NPC38458
Intermediate Similarity	0.7465	NPC311737
Intermediate Similarity	0.7456	NPC17698
Intermediate Similarity	0.7442	NPC477637
Intermediate Similarity	0.7425	NPC129486
Intermediate Similarity	0.7421	NPC20755
Intermediate Similarity	0.7421	NPC324081
Intermediate Similarity	0.7419	NPC168861
Intermediate Similarity	0.7403	NPC214988
Intermediate Similarity	0.7396	NPC306804
Intermediate Similarity	0.7396	NPC273755
Intermediate Similarity	0.7396	NPC248670
Intermediate Similarity	0.7394	NPC470544
Intermediate Similarity	0.7394	NPC82963
Intermediate Similarity	0.7391	NPC39431
Intermediate Similarity	0.7379	NPC71684
Intermediate Similarity	0.7374	NPC477632
Intermediate Similarity	0.7374	NPC477638
Intermediate Similarity	0.7365	NPC302597
Intermediate Similarity	0.7365	NPC294516
Intermediate Similarity	0.7365	NPC107938
Intermediate Similarity	0.7365	NPC209463
Intermediate Similarity	0.7365	NPC141957
Intermediate Similarity	0.7358	NPC13470
Intermediate Similarity	0.7353	NPC158277
Intermediate Similarity	0.7353	NPC471165
Intermediate Similarity	0.7343	NPC470545
Intermediate Similarity	0.7337	NPC89831
Intermediate Similarity	0.7333	NPC300315
Intermediate Similarity	0.7333	NPC329295
Intermediate Similarity	0.7333	NPC271808
Intermediate Similarity	0.7326	NPC97526
Intermediate Similarity	0.7326	NPC119652
Intermediate Similarity	0.731	NPC50016
Intermediate Similarity	0.7303	NPC244866
Intermediate Similarity	0.7292	NPC470546
Intermediate Similarity	0.7278	NPC475204
Intermediate Similarity	0.7278	NPC475123
Intermediate Similarity	0.7278	NPC40234
Intermediate Similarity	0.7254	NPC118202
Intermediate Similarity	0.7235	NPC230611
Intermediate Similarity	0.7233	NPC83790
Intermediate Similarity	0.7233	NPC128237
Intermediate Similarity	0.7225	NPC194671
Intermediate Similarity	0.7225	NPC269750
Intermediate Similarity	0.7225	NPC45037
Intermediate Similarity	0.7222	NPC286551
Intermediate Similarity	0.7211	NPC27581
Intermediate Similarity	0.7202	NPC254700
Intermediate Similarity	0.7197	NPC468984
Intermediate Similarity	0.7193	NPC137627
Intermediate Similarity	0.7188	NPC9373
Intermediate Similarity	0.7181	NPC478005
Intermediate Similarity	0.7179	NPC48202
Intermediate Similarity	0.7151	NPC473354
Intermediate Similarity	0.7151	NPC473402
Intermediate Similarity	0.7151	NPC136797
Intermediate Similarity	0.7151	NPC155506
Intermediate Similarity	0.7151	NPC279871
Intermediate Similarity	0.7151	NPC159767
Intermediate Similarity	0.7151	NPC26108
Intermediate Similarity	0.7151	NPC477636
Intermediate Similarity	0.7151	NPC476227
Intermediate Similarity	0.7143	NPC473404
Intermediate Similarity	0.7143	NPC258056
Intermediate Similarity	0.7135	NPC94862
Intermediate Similarity	0.7111	NPC477526
Intermediate Similarity	0.7107	NPC322878
Intermediate Similarity	0.7092	NPC474149
Intermediate Similarity	0.7081	NPC105717
Intermediate Similarity	0.7072	NPC477631
Intermediate Similarity	0.7071	NPC96224
Intermediate Similarity	0.7071	NPC24101
Intermediate Similarity	0.7065	NPC477527
Intermediate Similarity	0.7056	NPC61332
Intermediate Similarity	0.7056	NPC240130
Intermediate Similarity	0.705	NPC231705
Intermediate Similarity	0.7045	NPC476321
Intermediate Similarity	0.7039	NPC469666
Intermediate Similarity	0.7039	NPC329731
Intermediate Similarity	0.7039	NPC111428
Intermediate Similarity	0.7039	NPC4910
Intermediate Similarity	0.7035	NPC328494
Intermediate Similarity	0.7033	NPC302715
Intermediate Similarity	0.7027	NPC324702
Intermediate Similarity	0.7025	NPC197921
Intermediate Similarity	0.7022	NPC138083
Intermediate Similarity	0.7007	NPC319950
Intermediate Similarity	0.7006	NPC471526
Intermediate Similarity	0.7	NPC102959
Intermediate Similarity	0.7	NPC307020
Intermediate Similarity	0.7	NPC142297
Remote Similarity	0.6989	NPC32064
Remote Similarity	0.6981	NPC189724
Remote Similarity	0.6981	NPC83289
Remote Similarity	0.6981	NPC91953
Remote Similarity	0.6981	NPC469360
Remote Similarity	0.6981	NPC212850
Remote Similarity	0.698	NPC474862
Remote Similarity	0.6975	NPC189908
Remote Similarity	0.6974	NPC218323
Remote Similarity	0.6961	NPC60516
Remote Similarity	0.6957	NPC477639
Remote Similarity	0.6954	NPC171372
Remote Similarity	0.6954	NPC164608
Remote Similarity	0.695	NPC153690
Remote Similarity	0.6948	NPC474087
Remote Similarity	0.6944	NPC96275
Remote Similarity	0.6943	NPC6570
Remote Similarity	0.6941	NPC472923
Remote Similarity	0.6928	NPC296712
Remote Similarity	0.6919	NPC66490
Remote Similarity	0.6903	NPC45191
Remote Similarity	0.6902	NPC184933
Remote Similarity	0.6902	NPC59827
Remote Similarity	0.6899	NPC132636
Remote Similarity	0.6894	NPC471680
Remote Similarity	0.6893	NPC170302
Remote Similarity	0.6893	NPC475409
Remote Similarity	0.6893	NPC475564
Remote Similarity	0.6892	NPC268572
Remote Similarity	0.6883	NPC478147
Remote Similarity	0.6872	NPC471049
Remote Similarity	0.6872	NPC471048
Remote Similarity	0.6872	NPC471050
Remote Similarity	0.6872	NPC294951
Remote Similarity	0.6868	NPC51047
Remote Similarity	0.6867	NPC252878
Remote Similarity	0.686	NPC473502
Remote Similarity	0.6849	NPC10286
Remote Similarity	0.6849	NPC213
Remote Similarity	0.6846	NPC476990
Remote Similarity	0.6842	NPC101719
Remote Similarity	0.6839	NPC120251
Remote Similarity	0.6835	NPC64205
Remote Similarity	0.6835	NPC109580
Remote Similarity	0.6835	NPC178902
Remote Similarity	0.6832	NPC326241
Remote Similarity	0.6829	NPC254798
Remote Similarity	0.6829	NPC245974
Remote Similarity	0.6821	NPC186617
Remote Similarity	0.6821	NPC46427
Remote Similarity	0.6818	NPC473322
Remote Similarity	0.6815	NPC184465
Remote Similarity	0.681	NPC247298
Remote Similarity	0.681	NPC119569
Remote Similarity	0.681	NPC311658
Remote Similarity	0.6803	NPC281686
Remote Similarity	0.6803	NPC106551
Remote Similarity	0.6803	NPC188867

Drug Structure

NPD7303 OpenBabel08211711362D 50 51 0 0 1 0 0 0 0 0999 V2000 8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 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 4.3301 -4.5000 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 11.2583 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 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 3.4641 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10.3923 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.6603 -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 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -4.0000 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 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 S 0 0 3 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 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 9.5263 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 19 1 0 0 0 0 3 43 1 0 0 0 0 4 35 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 8 20 2 0 0 0 0 9 20 1 0 0 0 0 10 12 1 0 0 0 0 10 21 2 0 0 0 0 11 13 2 0 0 0 0 11 21 1 0 0 0 0 12 22 2 0 0 0 0 13 22 1 0 0 0 0 14 15 1 0 0 0 0 15 43 1 0 0 0 0 16 21 1 0 0 0 0 17 20 1 0 0 0 0 18 26 1 0 0 0 0 18 31 1 0 0 0 0 19 33 2 3 0 0 0 19 36 1 0 0 0 0 22 37 1 0 0 0 0 23 16 1 6 0 0 0 23 27 1 0 0 0 0 23 30 1 0 0 0 0 24 14 1 1 0 0 0 24 28 1 0 0 0 0 24 32 1 0 0 0 0 25 17 1 1 0 0 0 25 29 1 0 0 0 0 25 35 1 0 0 0 0 26 35 1 0 0 0 0 26 38 2 0 0 0 0 27 32 2 3 0 0 0 27 39 1 0 0 0 0 28 31 2 3 0 0 0 28 40 1 0 0 0 0 29 34 2 3 0 0 0 29 41 1 0 0 0 0 30 44 1 0 0 0 0 30 45 1 0 0 0 0 33 34 1 0 0 0 0 36 46 1 0 0 0 0 37 47 1 0 0 0 0 39 48 1 0 0 0 0 40 49 1 0 0 0 0 41 50 1 0 0 0 0 42 43 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004583
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	616.27
ALogP	-3.0524
MLogP	3.11
XLogP	3.401
HDA	12
HBD	6
Rotatable Bonds	26
TPSA	233.2
RO5 Violation	3