NPASS drugs

Drug Information

Drug ID:	NPD5200
Drug Name:
Molecular Formula:	C22H28N6O4
Canonical SMILES:	NC(=N)NCCC[C@@H](C(=O)N1CCC[C@H]1C(=N)O)N=C(c1ccc2c(c1O)cccc2)O
Standard InCHI:	InChI=1S/C22H28N6O4/c23-19(30)17-8-4-12-28(17)21(32)16(7-3-11-26-22(24)25)27-20(31)15-10-9-13-5-1-2-6-14(13)18(15)29/h1-2,5-6,9-10,16-17,29H,3-4,7-8,11-12H2,(H2,23,30)(H,27,31)(H4,24,25,26)/t16-,17-/m0/s1
Standard InCHIKey:	SKYWIMYOGAWOMB-IRXDYDNUSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5200

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	219
0.1-0.2	1105
0.2-0.3	4853
0.3-0.4	7778
0.4-0.5	10561
0.5-0.6	5852
0.6-0.7	458
0.7-0.8	60
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	0.814	NPC165285
Intermediate Similarity	0.8081	NPC475532
Intermediate Similarity	0.8035	NPC17698
Intermediate Similarity	0.8012	NPC280022
Intermediate Similarity	0.7907	NPC129486
Intermediate Similarity	0.7861	NPC276506
Intermediate Similarity	0.7759	NPC274198
Intermediate Similarity	0.7759	NPC198254
Intermediate Similarity	0.7744	NPC311658
Intermediate Similarity	0.7697	NPC119652
Intermediate Similarity	0.7697	NPC97526
Intermediate Similarity	0.7684	NPC196243
Intermediate Similarity	0.7558	NPC475544
Intermediate Similarity	0.7556	NPC475409
Intermediate Similarity	0.7556	NPC170302
Intermediate Similarity	0.7556	NPC475564
Intermediate Similarity	0.7542	NPC473546
Intermediate Similarity	0.753	NPC16188
Intermediate Similarity	0.7485	NPC48202
Intermediate Similarity	0.7459	NPC153554
Intermediate Similarity	0.7457	NPC469243
Intermediate Similarity	0.7439	NPC476989
Intermediate Similarity	0.7405	NPC94862
Intermediate Similarity	0.7386	NPC471771
Intermediate Similarity	0.7386	NPC304074
Intermediate Similarity	0.7386	NPC290755
Intermediate Similarity	0.7346	NPC267237
Intermediate Similarity	0.733	NPC223207
Intermediate Similarity	0.7326	NPC473580
Intermediate Similarity	0.7322	NPC473404
Intermediate Similarity	0.7317	NPC313694
Intermediate Similarity	0.7317	NPC242159
Intermediate Similarity	0.7312	NPC96275
Intermediate Similarity	0.731	NPC202198
Intermediate Similarity	0.7273	NPC214988
Intermediate Similarity	0.7263	NPC477638
Intermediate Similarity	0.7263	NPC477632
Intermediate Similarity	0.7251	NPC233702
Intermediate Similarity	0.7247	NPC328649
Intermediate Similarity	0.7234	NPC61332
Intermediate Similarity	0.7234	NPC240130
Intermediate Similarity	0.7234	NPC51047
Intermediate Similarity	0.7232	NPC63931
Intermediate Similarity	0.7225	NPC476268
Intermediate Similarity	0.7216	NPC241794
Intermediate Similarity	0.7209	NPC56685
Intermediate Similarity	0.7209	NPC262166
Intermediate Similarity	0.7193	NPC473491
Intermediate Similarity	0.7191	NPC61004
Intermediate Similarity	0.7181	NPC246591
Intermediate Similarity	0.7143	NPC326241
Intermediate Similarity	0.7135	NPC329295
Intermediate Similarity	0.712	NPC302715
Intermediate Similarity	0.711	NPC5194
Intermediate Similarity	0.711	NPC261934
Intermediate Similarity	0.7105	NPC470728
Intermediate Similarity	0.7102	NPC244336
Intermediate Similarity	0.709	NPC102959
Intermediate Similarity	0.7056	NPC302597
Intermediate Similarity	0.7053	NPC60516
Intermediate Similarity	0.7053	NPC477636
Intermediate Similarity	0.7045	NPC326349
Intermediate Similarity	0.7045	NPC323336
Intermediate Similarity	0.7017	NPC66490
Remote Similarity	0.6995	NPC80514
Remote Similarity	0.6979	NPC477631
Remote Similarity	0.6978	NPC475123
Remote Similarity	0.6978	NPC475204
Remote Similarity	0.6971	NPC478008
Remote Similarity	0.6961	NPC141957
Remote Similarity	0.6957	NPC26108
Remote Similarity	0.6957	NPC471165
Remote Similarity	0.6949	NPC324850
Remote Similarity	0.694	NPC328494
Remote Similarity	0.6936	NPC476444
Remote Similarity	0.6932	NPC244509
Remote Similarity	0.6915	NPC478005
Remote Similarity	0.6902	NPC137627
Remote Similarity	0.6889	NPC22014
Remote Similarity	0.6888	NPC477552
Remote Similarity	0.6888	NPC477550
Remote Similarity	0.6885	NPC46009
Remote Similarity	0.6882	NPC168861
Remote Similarity	0.6875	NPC478007
Remote Similarity	0.6872	NPC477639
Remote Similarity	0.6872	NPC114806
Remote Similarity	0.6848	NPC89831
Remote Similarity	0.6818	NPC477551
Remote Similarity	0.6816	NPC246303
Remote Similarity	0.6816	NPC24617
Remote Similarity	0.6811	NPC273755
Remote Similarity	0.6811	NPC306804
Remote Similarity	0.6807	NPC326966
Remote Similarity	0.6788	NPC283207
Remote Similarity	0.6788	NPC325651
Remote Similarity	0.6776	NPC294516
Remote Similarity	0.6776	NPC107938
Remote Similarity	0.6774	NPC158277
Remote Similarity	0.6774	NPC476227
Remote Similarity	0.6755	NPC269750
Remote Similarity	0.6755	NPC194671
Remote Similarity	0.6738	NPC50016
Remote Similarity	0.6734	NPC469443
Remote Similarity	0.6722	NPC287757
Remote Similarity	0.6722	NPC319320
Remote Similarity	0.6721	NPC254700
Remote Similarity	0.6708	NPC71684
Remote Similarity	0.6707	NPC257390
Remote Similarity	0.6706	NPC132636
Remote Similarity	0.6703	NPC133470
Remote Similarity	0.6703	NPC40234
Remote Similarity	0.6703	NPC191863
Remote Similarity	0.6703	NPC289776
Remote Similarity	0.6684	NPC136797
Remote Similarity	0.6684	NPC279871
Remote Similarity	0.6684	NPC473354
Remote Similarity	0.6683	NPC81845
Remote Similarity	0.6667	NPC45037
Remote Similarity	0.6667	NPC230611
Remote Similarity	0.663	NPC1390
Remote Similarity	0.663	NPC62104
Remote Similarity	0.6626	NPC6975
Remote Similarity	0.661	NPC7817
Remote Similarity	0.661	NPC475168
Remote Similarity	0.6605	NPC273830
Remote Similarity	0.6597	NPC477637
Remote Similarity	0.6596	NPC473402
Remote Similarity	0.6596	NPC159767
Remote Similarity	0.6596	NPC155506
Remote Similarity	0.6595	NPC209463
Remote Similarity	0.6593	NPC29647
Remote Similarity	0.6587	NPC271808
Remote Similarity	0.658	NPC138083
Remote Similarity	0.658	NPC235194
Remote Similarity	0.6573	NPC300443
Remote Similarity	0.6571	NPC81026
Remote Similarity	0.6571	NPC297322
Remote Similarity	0.6562	NPC470545
Remote Similarity	0.6557	NPC79328
Remote Similarity	0.6556	NPC256689
Remote Similarity	0.6556	NPC123011
Remote Similarity	0.6548	NPC255447
Remote Similarity	0.6545	NPC32064
Remote Similarity	0.6545	NPC39822
Remote Similarity	0.6543	NPC248670
Remote Similarity	0.6537	NPC220060
Remote Similarity	0.6528	NPC294951
Remote Similarity	0.6527	NPC477839
Remote Similarity	0.6527	NPC111428
Remote Similarity	0.6527	NPC469666
Remote Similarity	0.6527	NPC473322
Remote Similarity	0.6527	NPC311753
Remote Similarity	0.6522	NPC470546
Remote Similarity	0.6522	NPC295795
Remote Similarity	0.6517	NPC324081
Remote Similarity	0.6514	NPC266741
Remote Similarity	0.6514	NPC315266
Remote Similarity	0.651	NPC476321
Remote Similarity	0.6508	NPC164608
Remote Similarity	0.6505	NPC469444
Remote Similarity	0.6503	NPC202521
Remote Similarity	0.65	NPC470902
Remote Similarity	0.65	NPC470544
Remote Similarity	0.65	NPC39431
Remote Similarity	0.6495	NPC299806
Remote Similarity	0.6486	NPC5719
Remote Similarity	0.6486	NPC217804
Remote Similarity	0.6486	NPC472923
Remote Similarity	0.6486	NPC22883
Remote Similarity	0.6486	NPC210377
Remote Similarity	0.6482	NPC471563
Remote Similarity	0.6477	NPC471526
Remote Similarity	0.6477	NPC99723
Remote Similarity	0.6471	NPC209377
Remote Similarity	0.6467	NPC73655
Remote Similarity	0.6463	NPC252878
Remote Similarity	0.6456	NPC471155
Remote Similarity	0.6453	NPC6913
Remote Similarity	0.6453	NPC109580
Remote Similarity	0.6452	NPC15068
Remote Similarity	0.645	NPC130309
Remote Similarity	0.6447	NPC29531
Remote Similarity	0.6444	NPC122590
Remote Similarity	0.6442	NPC200964
Remote Similarity	0.6442	NPC476990
Remote Similarity	0.6441	NPC125852
Remote Similarity	0.6436	NPC223077
Remote Similarity	0.6436	NPC193853
Remote Similarity	0.6436	NPC56887
Remote Similarity	0.6436	NPC195392
Remote Similarity	0.6432	NPC476565
Remote Similarity	0.6432	NPC314083
Remote Similarity	0.6425	NPC270241
Remote Similarity	0.6425	NPC291305
Remote Similarity	0.6424	NPC46427
Remote Similarity	0.6418	NPC281629
Remote Similarity	0.6417	NPC63040
Remote Similarity	0.6411	NPC469445
Remote Similarity	0.6409	NPC68967
Remote Similarity	0.6408	NPC225400

Drug Structure

NPD5200 OpenBabel08211706322D 40 42 0 0 1 0 0 0 0 0999 V2000 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 C 0 0 0 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 -1.5827 0.3364 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 6.0622 -1.5000 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 -1.0827 1.2024 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 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 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 5.1962 -2.0000 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 0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 C 0 0 1 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 0.6386 1.6637 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 -1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5897 1.3546 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 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 1.7321 -2.0000 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 4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4307 2.6418 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 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3328 2.0238 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -5.0000 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 1.1738 3.3109 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 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 3 11 1 0 0 0 0 4 8 1 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 14 2 0 0 0 0 8 17 1 0 0 0 0 9 10 2 0 0 0 0 9 13 1 0 0 0 0 10 15 1 0 0 0 0 11 26 1 0 0 0 0 12 28 1 0 0 0 0 13 14 1 0 0 0 0 14 18 1 0 0 0 0 15 18 2 0 0 0 0 15 20 1 0 0 0 0 16 7 1 1 0 0 0 16 21 1 0 0 0 0 16 27 1 0 0 0 0 17 19 1 1 0 0 0 17 28 1 0 0 0 0 18 29 1 0 0 0 0 19 23 2 0 0 0 0 19 30 1 0 0 0 0 20 27 2 3 0 0 0 20 31 1 0 0 0 0 21 28 1 0 0 0 0 21 32 2 0 0 0 0 22 24 2 0 0 0 0 22 25 1 0 0 0 0 22 26 1 0 0 0 0 23 33 1 0 0 0 0 24 34 1 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 29 38 1 0 0 0 0 30 39 1 0 0 0 0 31 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000236
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	177339
ChEBI
CAS Number

Drug Properties

Molecular Weight	440.22
ALogP	-3.1708
MLogP	2.78
XLogP	3.482
HDA	9
HBD	7
Rotatable Bonds	14
TPSA	179.11
RO5 Violation	1