NPASS drugs

Drug Information

Drug ID:	NPD5946
Drug Name:
Molecular Formula:	C24H28N4O6
Canonical SMILES:	OC(=O)COC1CCN(CC1)C(=O)C(NC(=O)c1ccc(cc1)C(=N)N)Cc1ccc(cc1)O
Standard InCHI:	InChI=1S/C24H28N4O6/c25-22(26)16-3-5-17(6-4-16)23(32)27-20(13-15-1-7-18(29)8-2-15)24(33)28-11-9-19(10-12-28)34-14-21(30)31/h1-8,19-20,29H,9-14H2,(H3,25,26)(H,27,32)(H,30,31)
Standard InCHIKey:	FPKOGTAFKSLZLD-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5946

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	179
0.1-0.2	890
0.2-0.3	3674
0.3-0.4	8771
0.4-0.5	5793
0.5-0.6	10764
0.6-0.7	743
0.7-0.8	76
0.8-0.85	0
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	0.7647	NPC94862
Intermediate Similarity	0.7566	NPC61332
Intermediate Similarity	0.7566	NPC240130
Intermediate Similarity	0.7539	NPC302715
Intermediate Similarity	0.7514	NPC469243
Intermediate Similarity	0.7486	NPC223207
Intermediate Similarity	0.7486	NPC63931
Intermediate Similarity	0.7447	NPC235194
Intermediate Similarity	0.7446	NPC50016
Intermediate Similarity	0.7444	NPC290755
Intermediate Similarity	0.7444	NPC471771
Intermediate Similarity	0.7444	NPC304074
Intermediate Similarity	0.7432	NPC306804
Intermediate Similarity	0.7432	NPC273755
Intermediate Similarity	0.7416	NPC475544
Intermediate Similarity	0.7394	NPC257390
Intermediate Similarity	0.7377	NPC89831
Intermediate Similarity	0.7366	NPC269750
Intermediate Similarity	0.7366	NPC97526
Intermediate Similarity	0.7366	NPC194671
Intermediate Similarity	0.7366	NPC119652
Intermediate Similarity	0.7363	NPC280022
Intermediate Similarity	0.7363	NPC66490
Intermediate Similarity	0.7337	NPC248670
Intermediate Similarity	0.7322	NPC198254
Intermediate Similarity	0.7322	NPC274198
Intermediate Similarity	0.7297	NPC473354
Intermediate Similarity	0.7297	NPC279871
Intermediate Similarity	0.7288	NPC473580
Intermediate Similarity	0.7287	NPC473404
Intermediate Similarity	0.7273	NPC45037
Intermediate Similarity	0.7258	NPC196243
Intermediate Similarity	0.7243	NPC137627
Intermediate Similarity	0.724	NPC102959
Intermediate Similarity	0.7235	NPC238412
Intermediate Similarity	0.7228	NPC46009
Intermediate Similarity	0.7228	NPC276506
Intermediate Similarity	0.7228	NPC40234
Intermediate Similarity	0.7213	NPC107938
Intermediate Similarity	0.7213	NPC294516
Intermediate Similarity	0.7211	NPC471050
Intermediate Similarity	0.7211	NPC294951
Intermediate Similarity	0.7211	NPC471049
Intermediate Similarity	0.7211	NPC471048
Intermediate Similarity	0.7208	NPC477550
Intermediate Similarity	0.7208	NPC477552
Intermediate Similarity	0.7204	NPC26108
Intermediate Similarity	0.7204	NPC159767
Intermediate Similarity	0.7204	NPC155506
Intermediate Similarity	0.7204	NPC476227
Intermediate Similarity	0.7202	NPC60516
Intermediate Similarity	0.7177	NPC478007
Intermediate Similarity	0.7136	NPC477551
Intermediate Similarity	0.7135	NPC475123
Intermediate Similarity	0.7135	NPC475204
Intermediate Similarity	0.712	NPC209463
Intermediate Similarity	0.7112	NPC165285
Intermediate Similarity	0.7112	NPC471165
Intermediate Similarity	0.7112	NPC17698
Intermediate Similarity	0.7109	NPC478008
Intermediate Similarity	0.7105	NPC476321
Intermediate Similarity	0.7097	NPC230611
Intermediate Similarity	0.7083	NPC315542
Intermediate Similarity	0.7068	NPC471526
Intermediate Similarity	0.7066	NPC325651
Intermediate Similarity	0.7059	NPC478005
Intermediate Similarity	0.7059	NPC475532
Intermediate Similarity	0.7053	NPC153554
Intermediate Similarity	0.7043	NPC196091
Intermediate Similarity	0.7039	NPC39431
Intermediate Similarity	0.7029	NPC81026
Intermediate Similarity	0.7026	NPC163961
Intermediate Similarity	0.7026	NPC473305
Intermediate Similarity	0.7021	NPC158277
Intermediate Similarity	0.7021	NPC473402
Intermediate Similarity	0.7	NPC474473
Remote Similarity	0.6982	NPC45191
Remote Similarity	0.6971	NPC266741
Remote Similarity	0.6959	NPC473360
Remote Similarity	0.695	NPC323662
Remote Similarity	0.6935	NPC473502
Remote Similarity	0.6927	NPC233702
Remote Similarity	0.6919	NPC328763
Remote Similarity	0.6919	NPC189116
Remote Similarity	0.6907	NPC299806
Remote Similarity	0.6906	NPC476268
Remote Similarity	0.6898	NPC129486
Remote Similarity	0.6893	NPC16188
Remote Similarity	0.6882	NPC326966
Remote Similarity	0.6881	NPC469443
Remote Similarity	0.6865	NPC191863
Remote Similarity	0.6865	NPC133470
Remote Similarity	0.6865	NPC289776
Remote Similarity	0.6853	NPC283207
Remote Similarity	0.6845	NPC328649
Remote Similarity	0.6839	NPC48202
Remote Similarity	0.6828	NPC158900
Remote Similarity	0.6824	NPC120251
Remote Similarity	0.6821	NPC6570
Remote Similarity	0.6818	NPC473407
Remote Similarity	0.6818	NPC473378
Remote Similarity	0.6816	NPC132771
Remote Similarity	0.6809	NPC186617
Remote Similarity	0.6802	NPC266425
Remote Similarity	0.6798	NPC119569
Remote Similarity	0.6793	NPC319320
Remote Similarity	0.6793	NPC287757
Remote Similarity	0.6791	NPC61004
Remote Similarity	0.6772	NPC473693
Remote Similarity	0.6772	NPC471568
Remote Similarity	0.6761	NPC168861
Remote Similarity	0.675	NPC65714
Remote Similarity	0.6742	NPC473804
Remote Similarity	0.6739	NPC56635
Remote Similarity	0.6735	NPC138083
Remote Similarity	0.672	NPC241794
Remote Similarity	0.672	NPC315388
Remote Similarity	0.6716	NPC477638
Remote Similarity	0.6716	NPC477632
Remote Similarity	0.6703	NPC202198
Remote Similarity	0.6701	NPC32064
Remote Similarity	0.6701	NPC276120
Remote Similarity	0.6686	NPC242159
Remote Similarity	0.6686	NPC313694
Remote Similarity	0.6686	NPC65310
Remote Similarity	0.6685	NPC324081
Remote Similarity	0.6685	NPC473491
Remote Similarity	0.6683	NPC220060
Remote Similarity	0.6683	NPC64140
Remote Similarity	0.6683	NPC174122
Remote Similarity	0.6683	NPC473371
Remote Similarity	0.6667	NPC17760
Remote Similarity	0.6667	NPC251439
Remote Similarity	0.6667	NPC9373
Remote Similarity	0.6667	NPC96275
Remote Similarity	0.6651	NPC469444
Remote Similarity	0.665	NPC471592
Remote Similarity	0.6649	NPC475421
Remote Similarity	0.6647	NPC27581
Remote Similarity	0.6647	NPC244866
Remote Similarity	0.6647	NPC305717
Remote Similarity	0.6636	NPC478141
Remote Similarity	0.6635	NPC326333
Remote Similarity	0.6633	NPC234069
Remote Similarity	0.6632	NPC35345
Remote Similarity	0.663	NPC2672
Remote Similarity	0.6629	NPC127741
Remote Similarity	0.6613	NPC244336
Remote Similarity	0.6611	NPC311658
Remote Similarity	0.6611	NPC135121
Remote Similarity	0.661	NPC476989
Remote Similarity	0.66	NPC51047
Remote Similarity	0.6592	NPC209509
Remote Similarity	0.6592	NPC477217
Remote Similarity	0.6592	NPC323752
Remote Similarity	0.6592	NPC201244
Remote Similarity	0.659	NPC275538
Remote Similarity	0.6584	NPC314083
Remote Similarity	0.6582	NPC73555
Remote Similarity	0.658	NPC164608
Remote Similarity	0.658	NPC136797
Remote Similarity	0.6573	NPC326027
Remote Similarity	0.6573	NPC91953
Remote Similarity	0.6571	NPC257728
Remote Similarity	0.657	NPC311357
Remote Similarity	0.6568	NPC285394
Remote Similarity	0.6567	NPC477526
Remote Similarity	0.6561	NPC472923
Remote Similarity	0.6559	NPC207675
Remote Similarity	0.6559	NPC212699
Remote Similarity	0.6557	NPC469445
Remote Similarity	0.6554	NPC214988
Remote Similarity	0.6553	NPC473450
Remote Similarity	0.655	NPC124626
Remote Similarity	0.6548	NPC167763
Remote Similarity	0.6548	NPC470112
Remote Similarity	0.6548	NPC470903
Remote Similarity	0.6537	NPC50548
Remote Similarity	0.6534	NPC6913
Remote Similarity	0.6534	NPC68865
Remote Similarity	0.6531	NPC475409
Remote Similarity	0.6531	NPC170302
Remote Similarity	0.6531	NPC475564
Remote Similarity	0.6524	NPC194699
Remote Similarity	0.6524	NPC1390
Remote Similarity	0.6524	NPC257266
Remote Similarity	0.6524	NPC219350
Remote Similarity	0.6524	NPC62104
Remote Similarity	0.6522	NPC473341
Remote Similarity	0.6522	NPC262166
Remote Similarity	0.6522	NPC56685
Remote Similarity	0.652	NPC477639
Remote Similarity	0.6518	NPC323198
Remote Similarity	0.6517	NPC197921
Remote Similarity	0.6514	NPC267237
Remote Similarity	0.6513	NPC473546
Remote Similarity	0.6512	NPC296712
Remote Similarity	0.6508	NPC471051
Remote Similarity	0.6508	NPC471053
Remote Similarity	0.6508	NPC471052

Drug Structure

NPD5946 OpenBabel08211708292D 40 42 0 0 1 0 0 0 0 0999 V2000 3.4641 1.0000 0.0000 C 0 0 0 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 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 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 3.4641 -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 3.4641 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 -1.7321 -0.0000 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 -0.8660 -0.5000 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 -3.4641 1.0000 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 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 3 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 -3.5000 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 0.8660 -0.5000 0.0000 C 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 6.0622 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 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 5.1962 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 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 1.7321 -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 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 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 1 7 1 0 0 0 0 1 15 2 0 0 0 0 2 8 2 0 0 0 0 2 15 1 0 0 0 0 3 5 1 0 0 0 0 3 16 2 0 0 0 0 4 6 2 0 0 0 0 4 16 1 0 0 0 0 5 17 2 0 0 0 0 6 17 1 0 0 0 0 7 18 2 0 0 0 0 8 18 1 0 0 0 0 9 11 1 0 0 0 0 9 19 1 0 0 0 0 10 12 1 0 0 0 0 10 19 1 0 0 0 0 11 28 1 0 0 0 0 12 28 1 0 0 0 0 13 15 1 0 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 14 34 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 29 1 0 0 0 0 19 34 1 0 0 0 0 20 24 1 0 0 0 0 20 27 1 0 0 0 0 21 30 2 0 0 0 0 21 31 1 0 0 0 0 22 25 1 0 0 0 0 22 26 2 0 0 0 0 23 27 1 0 0 0 0 23 32 2 0 0 0 0 24 28 1 0 0 0 0 24 33 2 0 0 0 0 25 35 1 0 0 0 0 25 36 1 0 0 0 0 26 37 1 0 0 0 0 27 38 1 0 0 0 0 29 39 1 0 0 0 0 31 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004296
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71453
ChEBI
CAS Number

Drug Properties

Molecular Weight	468.20
ALogP	-3.5001
MLogP	3
XLogP	1.877
HDA	9
HBD	5
Rotatable Bonds	14
TPSA	166.04
RO5 Violation	1