NPASS drugs

Drug Information

Drug ID:	NPD5665
Drug Name:
Molecular Formula:	C23H29N7O6
Canonical SMILES:	CCN=C([C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(=NCCc1ccc(cc1)CCC(=O)O)[nH]c2N)O
Standard InCHI:	InChI=1S/C23H29N7O6/c1-2-25-21(35)18-16(33)17(34)22(36-18)30-11-27-15-19(24)28-23(29-20(15)30)26-10-9-13-5-3-12(4-6-13)7-8-14(31)32/h3-6,11,16-18,22,33-34H,2,7-10H2,1H3,(H,25,35)(H,31,32)(H3,24,26,28,29)/t16-,17+,18-,22+/m0/s1
Standard InCHIKey:	PAOANWZGLPPROA-RQXXJAGISA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5665

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	176
0.1-0.2	975
0.2-0.3	4580
0.3-0.4	17318
0.4-0.5	5526
0.5-0.6	2103
0.6-0.7	205
0.7-0.8	7
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	0.7514	NPC469975
Intermediate Similarity	0.7438	NPC54537
Intermediate Similarity	0.729	NPC250178
Intermediate Similarity	0.7277	NPC238945
Intermediate Similarity	0.7195	NPC160666
Intermediate Similarity	0.7098	NPC158055
Intermediate Similarity	0.7085	NPC89987
Remote Similarity	0.6872	NPC223223
Remote Similarity	0.6744	NPC71238
Remote Similarity	0.6743	NPC54744
Remote Similarity	0.6683	NPC477462
Remote Similarity	0.6681	NPC107160
Remote Similarity	0.6667	NPC21461
Remote Similarity	0.6651	NPC54981
Remote Similarity	0.6638	NPC328924
Remote Similarity	0.6635	NPC149708
Remote Similarity	0.6608	NPC323244
Remote Similarity	0.6583	NPC314882
Remote Similarity	0.6549	NPC64216
Remote Similarity	0.6545	NPC122590
Remote Similarity	0.6512	NPC476874
Remote Similarity	0.65	NPC320968
Remote Similarity	0.6495	NPC197743
Remote Similarity	0.6495	NPC297145
Remote Similarity	0.6484	NPC478158
Remote Similarity	0.6478	NPC69843
Remote Similarity	0.6475	NPC478006
Remote Similarity	0.6474	NPC2501
Remote Similarity	0.6457	NPC147983
Remote Similarity	0.6457	NPC177996
Remote Similarity	0.6452	NPC473376
Remote Similarity	0.6425	NPC62510
Remote Similarity	0.6411	NPC75544
Remote Similarity	0.6385	NPC292361
Remote Similarity	0.6378	NPC1390
Remote Similarity	0.6378	NPC62104
Remote Similarity	0.6364	NPC313514
Remote Similarity	0.6351	NPC242923
Remote Similarity	0.6345	NPC295452
Remote Similarity	0.6345	NPC171393
Remote Similarity	0.6345	NPC314056
Remote Similarity	0.6341	NPC150447
Remote Similarity	0.6339	NPC478157
Remote Similarity	0.6327	NPC281049
Remote Similarity	0.632	NPC244536
Remote Similarity	0.632	NPC315467
Remote Similarity	0.6318	NPC290959
Remote Similarity	0.6316	NPC262077
Remote Similarity	0.6313	NPC276373
Remote Similarity	0.6308	NPC233431
Remote Similarity	0.6308	NPC300139
Remote Similarity	0.6304	NPC35761
Remote Similarity	0.6296	NPC474767
Remote Similarity	0.6296	NPC476978
Remote Similarity	0.6296	NPC52748
Remote Similarity	0.6295	NPC478010
Remote Similarity	0.6295	NPC229348
Remote Similarity	0.6295	NPC478009
Remote Similarity	0.6293	NPC237978
Remote Similarity	0.6286	NPC133782
Remote Similarity	0.6286	NPC527
Remote Similarity	0.6286	NPC144474
Remote Similarity	0.6284	NPC5802
Remote Similarity	0.6276	NPC239737
Remote Similarity	0.627	NPC478013
Remote Similarity	0.6268	NPC101676
Remote Similarity	0.6267	NPC313640
Remote Similarity	0.6263	NPC315266
Remote Similarity	0.6262	NPC280638
Remote Similarity	0.6261	NPC472207
Remote Similarity	0.6256	NPC157821
Remote Similarity	0.625	NPC75634
Remote Similarity	0.625	NPC471821
Remote Similarity	0.625	NPC210377
Remote Similarity	0.625	NPC5719
Remote Similarity	0.625	NPC217804
Remote Similarity	0.625	NPC22883
Remote Similarity	0.625	NPC471820
Remote Similarity	0.623	NPC314114
Remote Similarity	0.6228	NPC308906
Remote Similarity	0.622	NPC24589
Remote Similarity	0.6216	NPC61198
Remote Similarity	0.6216	NPC320818
Remote Similarity	0.6209	NPC94862
Remote Similarity	0.6209	NPC282458
Remote Similarity	0.6209	NPC78941
Remote Similarity	0.6198	NPC477418
Remote Similarity	0.6198	NPC477420
Remote Similarity	0.6195	NPC469938
Remote Similarity	0.6188	NPC125659
Remote Similarity	0.6188	NPC162860
Remote Similarity	0.6188	NPC63040
Remote Similarity	0.6188	NPC168702
Remote Similarity	0.6182	NPC103388
Remote Similarity	0.6172	NPC478012
Remote Similarity	0.6172	NPC478011
Remote Similarity	0.6167	NPC471192
Remote Similarity	0.6162	NPC262926
Remote Similarity	0.6162	NPC324850
Remote Similarity	0.6157	NPC136924
Remote Similarity	0.6154	NPC162104
Remote Similarity	0.615	NPC282247
Remote Similarity	0.615	NPC73655
Remote Similarity	0.6148	NPC314176
Remote Similarity	0.6147	NPC46970
Remote Similarity	0.6143	NPC472119
Remote Similarity	0.614	NPC12100
Remote Similarity	0.6139	NPC15068
Remote Similarity	0.6136	NPC193761
Remote Similarity	0.6136	NPC155143
Remote Similarity	0.6132	NPC472323
Remote Similarity	0.6121	NPC472097
Remote Similarity	0.6119	NPC471053
Remote Similarity	0.6119	NPC470497
Remote Similarity	0.6119	NPC471052
Remote Similarity	0.6119	NPC71079
Remote Similarity	0.6119	NPC471051
Remote Similarity	0.6117	NPC317054
Remote Similarity	0.6116	NPC477806
Remote Similarity	0.6116	NPC477796
Remote Similarity	0.6116	NPC477795
Remote Similarity	0.6116	NPC477805
Remote Similarity	0.6114	NPC476341
Remote Similarity	0.6111	NPC106235
Remote Similarity	0.6111	NPC239660
Remote Similarity	0.6111	NPC289299
Remote Similarity	0.6111	NPC57994
Remote Similarity	0.6107	NPC107836
Remote Similarity	0.6105	NPC74306
Remote Similarity	0.6105	NPC315642
Remote Similarity	0.6104	NPC17305
Remote Similarity	0.6103	NPC175474
Remote Similarity	0.6102	NPC475969
Remote Similarity	0.6102	NPC475859
Remote Similarity	0.6102	NPC474877
Remote Similarity	0.6101	NPC470499
Remote Similarity	0.6099	NPC54420
Remote Similarity	0.6095	NPC469358
Remote Similarity	0.6094	NPC209509
Remote Similarity	0.6091	NPC475506
Remote Similarity	0.6089	NPC474217
Remote Similarity	0.6087	NPC52254
Remote Similarity	0.6085	NPC62749
Remote Similarity	0.6085	NPC235684
Remote Similarity	0.6085	NPC315555
Remote Similarity	0.6084	NPC477633
Remote Similarity	0.608	NPC74619
Remote Similarity	0.6079	NPC221100
Remote Similarity	0.6079	NPC234078
Remote Similarity	0.6073	NPC293917
Remote Similarity	0.6073	NPC161069
Remote Similarity	0.6071	NPC478005
Remote Similarity	0.6071	NPC300443
Remote Similarity	0.607	NPC312645
Remote Similarity	0.607	NPC472285
Remote Similarity	0.6066	NPC285923
Remote Similarity	0.6059	NPC470730
Remote Similarity	0.6059	NPC470729
Remote Similarity	0.6059	NPC477175
Remote Similarity	0.6059	NPC477176
Remote Similarity	0.6056	NPC17059
Remote Similarity	0.6054	NPC277350
Remote Similarity	0.6054	NPC238457
Remote Similarity	0.6052	NPC475271
Remote Similarity	0.605	NPC220852
Remote Similarity	0.605	NPC63279
Remote Similarity	0.605	NPC24617
Remote Similarity	0.6048	NPC71037
Remote Similarity	0.6043	NPC82070
Remote Similarity	0.6043	NPC467439
Remote Similarity	0.6042	NPC89147
Remote Similarity	0.6042	NPC274384
Remote Similarity	0.6039	NPC471165
Remote Similarity	0.6039	NPC313897
Remote Similarity	0.6038	NPC188387
Remote Similarity	0.6038	NPC163421
Remote Similarity	0.6036	NPC476115
Remote Similarity	0.6035	NPC6865
Remote Similarity	0.6035	NPC153980
Remote Similarity	0.6034	NPC477177
Remote Similarity	0.6029	NPC278366
Remote Similarity	0.6029	NPC127730
Remote Similarity	0.6028	NPC321708
Remote Similarity	0.6027	NPC102008
Remote Similarity	0.6027	NPC474905
Remote Similarity	0.6026	NPC474196
Remote Similarity	0.6026	NPC476114
Remote Similarity	0.6025	NPC94428
Remote Similarity	0.6025	NPC263937
Remote Similarity	0.6025	NPC297642
Remote Similarity	0.6023	NPC477634
Remote Similarity	0.6022	NPC319221
Remote Similarity	0.602	NPC475168
Remote Similarity	0.602	NPC7817
Remote Similarity	0.602	NPC114806
Remote Similarity	0.602	NPC469901
Remote Similarity	0.6019	NPC472110
Remote Similarity	0.6019	NPC472109
Remote Similarity	0.6017	NPC33949
Remote Similarity	0.601	NPC64705

Drug Structure

NPD5665 OpenBabel08211708292D 43 46 0 0 1 0 0 0 0 0999 V2000 4.1335 4.6075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4644 3.8644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 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 -5.1962 0.0000 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 -6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 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 2.4049 -1.0000 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 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -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 0 0 0 0 0 0 0 0 0 0 3.0772 2.0691 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0772 1.0691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.1261 2.3781 0.0000 C 0 0 1 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 3.3292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1261 0.7601 0.0000 C 0 0 2 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 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4862 4.0723 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 1.8171 -0.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8862 2.6569 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8862 0.4813 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8389 3.5371 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5383 1.5691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7997 2.2501 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7997 0.8880 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5299 4.4881 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 25 1 0 0 0 0 3 5 1 0 0 0 0 3 12 2 0 0 0 0 4 6 2 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 13 1 0 0 0 0 7 8 1 0 0 0 0 7 12 1 0 0 0 0 8 14 1 0 0 0 0 9 10 1 0 0 0 0 9 13 1 0 0 0 0 10 26 1 0 0 0 0 11 27 2 0 0 0 0 11 30 1 0 0 0 0 14 31 2 0 0 0 0 14 32 1 0 0 0 0 15 19 2 0 0 0 0 15 20 1 0 0 0 0 15 27 1 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 16 33 1 1 0 0 0 17 22 1 0 0 0 0 17 34 1 1 0 0 0 18 21 1 6 0 0 0 18 36 1 0 0 0 0 19 24 1 0 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 25 2 3 0 0 0 21 35 1 0 0 0 0 22 30 1 6 0 0 0 22 36 1 0 0 0 0 23 26 2 3 0 0 0 23 28 1 0 0 0 0 23 29 1 0 0 0 0 24 37 1 0 0 0 0 24 38 1 0 0 0 0 28 39 1 0 0 0 0 32 40 1 0 0 0 0 33 41 1 0 0 0 0 34 42 1 0 0 0 0 35 43 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000411
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3086599
ChEBI
CAS Number

Drug Properties

Molecular Weight	499.22
ALogP	-3.0537
MLogP	2.56
XLogP	2.915
HDA	13
HBD	6
Rotatable Bonds	15
TPSA	200.17
RO5 Violation	2