NPASS drugs

Drug Information

Drug ID:	NPD6254
Drug Name:
Molecular Formula:	C25H27N9O8S2
Canonical SMILES:	CCN1CCN(C(=O)C1=O)C(=NC(c1ccc(cc1)O)C(=NC1C(=O)N2C1SCC(=C2C(=O)O)CSc1nnnn1C)O)O
Standard InCHI:	InChI=1S/C25H27N9O8S2/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41)
Standard InCHIKey:	GCFBRXLSHGKWDP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6254

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	245
0.1-0.2	1971
0.2-0.3	9837
0.3-0.4	5107
0.4-0.5	11995
0.5-0.6	1541
0.6-0.7	188
0.7-0.8	5
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	0.8232	NPC315388
Intermediate Similarity	0.7403	NPC13470
Intermediate Similarity	0.7333	NPC153554
Intermediate Similarity	0.711	NPC478007
Intermediate Similarity	0.7075	NPC478005
Intermediate Similarity	0.7045	NPC478008
Remote Similarity	0.6978	NPC468984
Remote Similarity	0.6947	NPC326349
Remote Similarity	0.6947	NPC323336
Remote Similarity	0.6904	NPC475532
Remote Similarity	0.6888	NPC274198
Remote Similarity	0.6888	NPC198254
Remote Similarity	0.6875	NPC469243
Remote Similarity	0.6869	NPC165285
Remote Similarity	0.6856	NPC223207
Remote Similarity	0.6837	NPC129486
Remote Similarity	0.6834	NPC196243
Remote Similarity	0.6831	NPC476989
Remote Similarity	0.6828	NPC128237
Remote Similarity	0.6828	NPC83790
Remote Similarity	0.6827	NPC477632
Remote Similarity	0.6827	NPC477638
Remote Similarity	0.6821	NPC471771
Remote Similarity	0.6821	NPC304074
Remote Similarity	0.6821	NPC290755
Remote Similarity	0.6818	NPC137627
Remote Similarity	0.6802	NPC276506
Remote Similarity	0.6788	NPC475544
Remote Similarity	0.6784	NPC17698
Remote Similarity	0.6772	NPC233702
Remote Similarity	0.6754	NPC473580
Remote Similarity	0.6738	NPC16188
Remote Similarity	0.6737	NPC202198
Remote Similarity	0.6735	NPC61004
Remote Similarity	0.6721	NPC313694
Remote Similarity	0.6721	NPC242159
Remote Similarity	0.672	NPC473491
Remote Similarity	0.6717	NPC475204
Remote Similarity	0.6717	NPC475123
Remote Similarity	0.6715	NPC477636
Remote Similarity	0.67	NPC279871
Remote Similarity	0.6683	NPC477526
Remote Similarity	0.6651	NPC477631
Remote Similarity	0.6649	NPC5194
Remote Similarity	0.6649	NPC261934
Remote Similarity	0.6635	NPC477639
Remote Similarity	0.6635	NPC240130
Remote Similarity	0.6635	NPC61332
Remote Similarity	0.6635	NPC329295
Remote Similarity	0.6633	NPC40234
Remote Similarity	0.6618	NPC473404
Remote Similarity	0.6618	NPC477637
Remote Similarity	0.6618	NPC329731
Remote Similarity	0.6617	NPC476227
Remote Similarity	0.6616	NPC294516
Remote Similarity	0.6616	NPC107938
Remote Similarity	0.6601	NPC194671
Remote Similarity	0.6601	NPC269750
Remote Similarity	0.66	NPC230611
Remote Similarity	0.6588	NPC184933
Remote Similarity	0.6588	NPC59827
Remote Similarity	0.6575	NPC475350
Remote Similarity	0.6575	NPC145178
Remote Similarity	0.6575	NPC14877
Remote Similarity	0.6567	NPC248670
Remote Similarity	0.6567	NPC306804
Remote Similarity	0.6564	NPC244336
Remote Similarity	0.6562	NPC56685
Remote Similarity	0.6562	NPC262166
Remote Similarity	0.6561	NPC251036
Remote Similarity	0.6555	NPC60516
Remote Similarity	0.6543	NPC471680
Remote Similarity	0.654	NPC302715
Remote Similarity	0.6538	NPC4910
Remote Similarity	0.6538	NPC94862
Remote Similarity	0.6535	NPC26108
Remote Similarity	0.6535	NPC473402
Remote Similarity	0.6533	NPC141957
Remote Similarity	0.6517	NPC89831
Remote Similarity	0.6515	NPC63931
Remote Similarity	0.6507	NPC102959
Remote Similarity	0.6502	NPC50016
Remote Similarity	0.65	NPC280022
Remote Similarity	0.6498	NPC75498
Remote Similarity	0.6497	NPC241794
Remote Similarity	0.6495	NPC244509
Remote Similarity	0.6495	NPC477527
Remote Similarity	0.6485	NPC273755
Remote Similarity	0.6473	NPC294951
Remote Similarity	0.6468	NPC46009
Remote Similarity	0.6465	NPC133470
Remote Similarity	0.6465	NPC191863
Remote Similarity	0.6465	NPC289776
Remote Similarity	0.6455	NPC266741
Remote Similarity	0.6453	NPC471165
Remote Similarity	0.6453	NPC473354
Remote Similarity	0.6453	NPC159767
Remote Similarity	0.6453	NPC155506
Remote Similarity	0.645	NPC328649
Remote Similarity	0.645	NPC302597
Remote Similarity	0.6448	NPC257390
Remote Similarity	0.6439	NPC97526
Remote Similarity	0.6439	NPC45037
Remote Similarity	0.6439	NPC119652
Remote Similarity	0.6422	NPC143325
Remote Similarity	0.6421	NPC81026
Remote Similarity	0.6408	NPC39822
Remote Similarity	0.6398	NPC473305
Remote Similarity	0.6398	NPC163961
Remote Similarity	0.6394	NPC471048
Remote Similarity	0.6394	NPC471050
Remote Similarity	0.6394	NPC471049
Remote Similarity	0.6377	NPC476321
Remote Similarity	0.6373	NPC158277
Remote Similarity	0.6346	NPC471526
Remote Similarity	0.6339	NPC300315
Remote Similarity	0.6327	NPC476268
Remote Similarity	0.6316	NPC302235
Remote Similarity	0.6298	NPC475196
Remote Similarity	0.6293	NPC317725
Remote Similarity	0.6293	NPC326407
Remote Similarity	0.6293	NPC136797
Remote Similarity	0.6276	NPC39431
Remote Similarity	0.6269	NPC472923
Remote Similarity	0.625	NPC478011
Remote Similarity	0.6243	NPC48202
Remote Similarity	0.6234	NPC478141
Remote Similarity	0.6226	NPC314176
Remote Similarity	0.6218	NPC311658
Remote Similarity	0.6214	NPC317362
Remote Similarity	0.6214	NPC318930
Remote Similarity	0.6198	NPC322878
Remote Similarity	0.6197	NPC323244
Remote Similarity	0.6193	NPC477552
Remote Similarity	0.6193	NPC477550
Remote Similarity	0.6186	NPC9373
Remote Similarity	0.6176	NPC66490
Remote Similarity	0.6172	NPC475564
Remote Similarity	0.6172	NPC475409
Remote Similarity	0.6172	NPC170302
Remote Similarity	0.6166	NPC314056
Remote Similarity	0.6161	NPC469444
Remote Similarity	0.616	NPC328924
Remote Similarity	0.6158	NPC254700
Remote Similarity	0.615	NPC469445
Remote Similarity	0.614	NPC473407
Remote Similarity	0.614	NPC473378
Remote Similarity	0.6136	NPC477551
Remote Similarity	0.6136	NPC469443
Remote Similarity	0.6132	NPC315542
Remote Similarity	0.6124	NPC478012
Remote Similarity	0.6117	NPC267237
Remote Similarity	0.6116	NPC220060
Remote Similarity	0.6104	NPC475609
Remote Similarity	0.6103	NPC189908
Remote Similarity	0.6099	NPC257511
Remote Similarity	0.6098	NPC186617
Remote Similarity	0.6096	NPC326966
Remote Similarity	0.6094	NPC478013
Remote Similarity	0.6092	NPC477516
Remote Similarity	0.6083	NPC65714
Remote Similarity	0.6082	NPC473804
Remote Similarity	0.6079	NPC242923
Remote Similarity	0.6077	NPC473546
Remote Similarity	0.6075	NPC96275
Remote Similarity	0.6071	NPC246303
Remote Similarity	0.6068	NPC473693
Remote Similarity	0.6068	NPC471568
Remote Similarity	0.6064	NPC244866
Remote Similarity	0.6055	NPC280638
Remote Similarity	0.6051	NPC119569
Remote Similarity	0.6047	NPC234069
Remote Similarity	0.6039	NPC328494
Remote Similarity	0.6034	NPC311737
Remote Similarity	0.6034	NPC38458
Remote Similarity	0.6033	NPC171372
Remote Similarity	0.6027	NPC472540
Remote Similarity	0.6027	NPC472539
Remote Similarity	0.6027	NPC470787
Remote Similarity	0.6027	NPC473371
Remote Similarity	0.6021	NPC89489
Remote Similarity	0.602	NPC105717
Remote Similarity	0.6019	NPC174629
Remote Similarity	0.6019	NPC64140
Remote Similarity	0.6019	NPC122427
Remote Similarity	0.6019	NPC32064
Remote Similarity	0.6019	NPC51047
Remote Similarity	0.6019	NPC329961
Remote Similarity	0.6019	NPC166169
Remote Similarity	0.6019	NPC174122
Remote Similarity	0.6009	NPC328763
Remote Similarity	0.6	NPC472542
Remote Similarity	0.6	NPC472541
Remote Similarity	0.6	NPC471592
Remote Similarity	0.599	NPC287757
Remote Similarity	0.599	NPC214988
Remote Similarity	0.599	NPC319320
Remote Similarity	0.5989	NPC325651
Remote Similarity	0.5982	NPC295548
Remote Similarity	0.5981	NPC235194

Drug Structure

NPD6254 OpenBabel08211709092D 48 52 0 0 1 0 0 0 0 0999 V2000 -0.8272 -7.9509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6915 2.1637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7932 -7.6921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0532 -2.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6049 -0.9306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0191 -2.3449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5708 -0.6718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3449 -6.0191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6037 -5.0532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 -1.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2779 -1.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 -2.1554 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 -1.4483 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 -3.0179 -6.4674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2767 -5.5015 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8284 -3.8284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 -3.1213 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.2437 0.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9128 0.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4128 1.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4347 1.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0520 -6.7262 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5696 -4.7944 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.2438 -1.1201 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 -0.4824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7250 -7.1745 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2426 -5.2426 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7944 -3.5696 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -6.5027 -0.1542 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 -0.2235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5015 -4.2767 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 31 1 0 0 0 0 3 32 1 0 0 0 0 4 6 1 0 0 0 0 4 12 2 0 0 0 0 5 7 2 0 0 0 0 5 12 1 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 9 1 0 0 0 0 8 32 1 0 0 0 0 9 33 1 0 0 0 0 10 13 1 0 0 0 0 10 43 1 0 0 0 0 11 13 1 0 0 0 0 11 44 1 0 0 0 0 12 15 1 0 0 0 0 13 17 2 0 0 0 0 14 35 1 0 0 0 0 15 18 1 0 0 0 0 15 27 1 0 0 0 0 16 19 1 0 0 0 0 16 22 1 0 0 0 0 16 26 1 0 0 0 0 17 23 1 0 0 0 0 17 34 1 0 0 0 0 18 26 2 3 0 0 0 18 36 1 0 0 0 0 19 34 1 0 0 0 0 19 37 2 0 0 0 0 20 21 1 0 0 0 0 20 32 1 0 0 0 0 20 38 2 0 0 0 0 21 33 1 0 0 0 0 21 39 2 0 0 0 0 22 34 1 0 0 0 0 22 43 1 0 0 0 0 23 40 2 0 0 0 0 23 41 1 0 0 0 0 24 27 2 3 0 0 0 24 33 1 0 0 0 0 24 42 1 0 0 0 0 25 28 2 0 0 0 0 25 31 1 0 0 0 0 25 44 1 0 0 0 0 28 29 1 0 0 0 0 29 30 2 0 0 0 0 30 31 1 0 0 0 0 35 45 1 0 0 0 0 36 46 1 0 0 0 0 41 47 1 0 0 0 0 42 48 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000450
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	2630
ChEBI
CAS Number

Drug Properties

Molecular Weight	645.14
ALogP	-0.9101
MLogP	2.12
XLogP	-0.647
HDA	16
HBD	4
Rotatable Bonds	16
TPSA	277.84
RO5 Violation	1