NPASS drugs

Drug Information

Drug ID:	NPD7272
Drug Name:	XB-513
Molecular Formula:	C29H37N5O6S
Canonical SMILES:	COC(=O)C1=C(N)NC(=C(C1c1ccccc1S(=O)CCCCN1CCN(CC1)c1ccccc1OC)N(=O)=O)C
Standard InCHI:	InChI=1S/C29H37N5O6S/c1-20-27(34(36)37)25(26(28(30)31-20)29(35)40-3)21-10-4-7-13-24(21)41(38)19-9-8-14-32-15-17-33(18-16-32)22-11-5-6-12-23(22)39-2/h4-7,10-13,25,31H,8-9,14-19,30H2,1-3H3
Standard InCHIKey:	JQTJGLURUUNKCA-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7272

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	269
0.1-0.2	1868
0.2-0.3	8815
0.3-0.4	4376
0.4-0.5	13127
0.5-0.6	2326
0.6-0.7	109
0.7-0.8	0
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
Remote Similarity	0.6802	NPC63370
Remote Similarity	0.6802	NPC36836
Remote Similarity	0.6651	NPC21425
Remote Similarity	0.6571	NPC288305
Remote Similarity	0.6567	NPC301163
Remote Similarity	0.654	NPC139373
Remote Similarity	0.6525	NPC223242
Remote Similarity	0.6481	NPC22476
Remote Similarity	0.6473	NPC246140
Remote Similarity	0.6473	NPC195787
Remote Similarity	0.6468	NPC230313
Remote Similarity	0.6459	NPC473432
Remote Similarity	0.6453	NPC93653
Remote Similarity	0.6438	NPC108847
Remote Similarity	0.6435	NPC473569
Remote Similarity	0.6415	NPC472163
Remote Similarity	0.6405	NPC301501
Remote Similarity	0.64	NPC477161
Remote Similarity	0.6385	NPC314659
Remote Similarity	0.6372	NPC478075
Remote Similarity	0.6364	NPC73280
Remote Similarity	0.6364	NPC131977
Remote Similarity	0.6359	NPC474059
Remote Similarity	0.6356	NPC115588
Remote Similarity	0.6348	NPC473006
Remote Similarity	0.6338	NPC197335
Remote Similarity	0.6327	NPC469451
Remote Similarity	0.6322	NPC154922
Remote Similarity	0.6318	NPC243626
Remote Similarity	0.6311	NPC469450
Remote Similarity	0.6306	NPC100863
Remote Similarity	0.6301	NPC473004
Remote Similarity	0.6296	NPC87391
Remote Similarity	0.6295	NPC469732
Remote Similarity	0.6284	NPC473008
Remote Similarity	0.6283	NPC475147
Remote Similarity	0.6275	NPC329932
Remote Similarity	0.626	NPC469452
Remote Similarity	0.6245	NPC477160
Remote Similarity	0.6234	NPC257851
Remote Similarity	0.6233	NPC218733
Remote Similarity	0.6233	NPC265642
Remote Similarity	0.6233	NPC132874
Remote Similarity	0.6233	NPC138615
Remote Similarity	0.6223	NPC234772
Remote Similarity	0.6223	NPC152768
Remote Similarity	0.6223	NPC148183
Remote Similarity	0.6218	NPC231924
Remote Similarity	0.6215	NPC283810
Remote Similarity	0.6215	NPC85613
Remote Similarity	0.6211	NPC87714
Remote Similarity	0.621	NPC5630
Remote Similarity	0.6207	NPC471741
Remote Similarity	0.6203	NPC478141
Remote Similarity	0.6202	NPC299582
Remote Similarity	0.6194	NPC113455
Remote Similarity	0.619	NPC471532
Remote Similarity	0.6188	NPC470021
Remote Similarity	0.6174	NPC475133
Remote Similarity	0.617	NPC77777
Remote Similarity	0.6144	NPC475609
Remote Similarity	0.6143	NPC470023
Remote Similarity	0.6131	NPC190945
Remote Similarity	0.613	NPC329567
Remote Similarity	0.613	NPC330683
Remote Similarity	0.6129	NPC469722
Remote Similarity	0.6123	NPC1464
Remote Similarity	0.612	NPC120239
Remote Similarity	0.6118	NPC478007
Remote Similarity	0.6118	NPC472099
Remote Similarity	0.6109	NPC203628
Remote Similarity	0.6109	NPC477526
Remote Similarity	0.6101	NPC473007
Remote Similarity	0.6096	NPC207971
Remote Similarity	0.6094	NPC119722
Remote Similarity	0.6083	NPC21638
Remote Similarity	0.6082	NPC476220
Remote Similarity	0.6082	NPC160113
Remote Similarity	0.6079	NPC111492
Remote Similarity	0.6073	NPC151171
Remote Similarity	0.607	NPC189908
Remote Similarity	0.607	NPC473422
Remote Similarity	0.607	NPC473239
Remote Similarity	0.6067	NPC478008
Remote Similarity	0.6065	NPC168486
Remote Similarity	0.6065	NPC222592
Remote Similarity	0.6065	NPC5167
Remote Similarity	0.6061	NPC285192
Remote Similarity	0.6059	NPC195636
Remote Similarity	0.6055	NPC469829
Remote Similarity	0.6054	NPC471825
Remote Similarity	0.6044	NPC314948
Remote Similarity	0.6034	NPC471561
Remote Similarity	0.6029	NPC257763
Remote Similarity	0.6027	NPC198401
Remote Similarity	0.6026	NPC127996
Remote Similarity	0.6024	NPC316110
Remote Similarity	0.6024	NPC313587
Remote Similarity	0.6024	NPC315893
Remote Similarity	0.6019	NPC472114
Remote Similarity	0.6019	NPC472115
Remote Similarity	0.6018	NPC71124
Remote Similarity	0.6017	NPC471531
Remote Similarity	0.6009	NPC269449
Remote Similarity	0.6009	NPC232600
Remote Similarity	0.6	NPC262725
Remote Similarity	0.6	NPC149571
Remote Similarity	0.6	NPC303214
Remote Similarity	0.6	NPC268077
Remote Similarity	0.5992	NPC471197
Remote Similarity	0.599	NPC9373
Remote Similarity	0.5984	NPC476258
Remote Similarity	0.5984	NPC304837
Remote Similarity	0.5983	NPC476069
Remote Similarity	0.5982	NPC302235
Remote Similarity	0.5975	NPC189661
Remote Similarity	0.5973	NPC4910
Remote Similarity	0.5973	NPC329731
Remote Similarity	0.5973	NPC478049
Remote Similarity	0.5968	NPC470022
Remote Similarity	0.5967	NPC157931
Remote Similarity	0.5966	NPC471198
Remote Similarity	0.5966	NPC96321
Remote Similarity	0.5964	NPC1820
Remote Similarity	0.5964	NPC28510
Remote Similarity	0.5957	NPC472098
Remote Similarity	0.5953	NPC469726
Remote Similarity	0.5953	NPC329338
Remote Similarity	0.5947	NPC477527
Remote Similarity	0.5945	NPC474815
Remote Similarity	0.5943	NPC314861
Remote Similarity	0.5941	NPC222046
Remote Similarity	0.594	NPC471304
Remote Similarity	0.5939	NPC214368
Remote Similarity	0.5936	NPC470317
Remote Similarity	0.5935	NPC471604
Remote Similarity	0.5935	NPC477516
Remote Similarity	0.5933	NPC193410
Remote Similarity	0.5927	NPC470017
Remote Similarity	0.5926	NPC476436
Remote Similarity	0.5924	NPC15384
Remote Similarity	0.5924	NPC126556
Remote Similarity	0.5924	NPC244425
Remote Similarity	0.5921	NPC5374
Remote Similarity	0.5921	NPC241263
Remote Similarity	0.5919	NPC313293
Remote Similarity	0.5915	NPC82541
Remote Similarity	0.5913	NPC315257
Remote Similarity	0.5913	NPC473005
Remote Similarity	0.5911	NPC203972
Remote Similarity	0.5911	NPC141053
Remote Similarity	0.5907	NPC177261
Remote Similarity	0.5905	NPC248117
Remote Similarity	0.59	NPC473041
Remote Similarity	0.5899	NPC4669
Remote Similarity	0.5896	NPC24954
Remote Similarity	0.5895	NPC138830
Remote Similarity	0.5887	NPC473460
Remote Similarity	0.5887	NPC478013
Remote Similarity	0.5885	NPC61013
Remote Similarity	0.5885	NPC319320
Remote Similarity	0.5885	NPC19175
Remote Similarity	0.5885	NPC123241
Remote Similarity	0.5885	NPC287757
Remote Similarity	0.5879	NPC476475
Remote Similarity	0.5878	NPC471762
Remote Similarity	0.5877	NPC234933
Remote Similarity	0.5877	NPC23080
Remote Similarity	0.5877	NPC199737
Remote Similarity	0.5877	NPC293458
Remote Similarity	0.5877	NPC193906
Remote Similarity	0.5877	NPC112937
Remote Similarity	0.5875	NPC288110
Remote Similarity	0.5872	NPC469964
Remote Similarity	0.5872	NPC472474
Remote Similarity	0.5872	NPC476236
Remote Similarity	0.5872	NPC25961
Remote Similarity	0.5872	NPC321211
Remote Similarity	0.587	NPC49547
Remote Similarity	0.5869	NPC476569
Remote Similarity	0.5865	NPC30749
Remote Similarity	0.5865	NPC268223
Remote Similarity	0.5865	NPC320751
Remote Similarity	0.5864	NPC469831
Remote Similarity	0.586	NPC471648
Remote Similarity	0.586	NPC126676
Remote Similarity	0.586	NPC469671
Remote Similarity	0.5857	NPC57512
Remote Similarity	0.5855	NPC478005
Remote Similarity	0.5855	NPC470491
Remote Similarity	0.5854	NPC242000
Remote Similarity	0.5848	NPC473298
Remote Similarity	0.5845	NPC153554
Remote Similarity	0.5842	NPC308197
Remote Similarity	0.5841	NPC223595
Remote Similarity	0.5841	NPC167724
Remote Similarity	0.5841	NPC254957
Remote Similarity	0.5841	NPC224970
Remote Similarity	0.5833	NPC87560
Remote Similarity	0.5833	NPC472541

Drug Structure

NPD7272 OpenBabel08211711362D 44 47 0 0 1 0 0 0 0 0999 V2000 0.8141 1.4100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.0250 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.7600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6984 -4.2300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2110 3.2900 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.0250 2.8200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5125 -3.7600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3266 0.4700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5125 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8844 -3.7600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3969 2.8200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.0250 1.8800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5125 -2.8200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1406 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9547 1.4100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7688 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7688 1.8800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5828 0.4700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5125 -0.9400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8141 0.4700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8844 -2.8200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3969 1.8800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2110 1.4100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6984 -2.3500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6281 -0.9400 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8141 -1.4100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6281 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8141 -2.3500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8141 -1.4100 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 8.9547 0.4700 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.5828 1.4100 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4422 0.4700 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6281 -2.8200 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2563 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4422 1.4100 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8844 -0.9400 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.2110 0.4700 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.8200 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6984 -1.4100 0.0000 S 0 0 3 0 0 0 0 0 0 0 0 0 -1.6281 -0.9400 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8141 -2.3500 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8141 0.4700 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 39 1 0 0 0 0 3 40 1 0 0 0 0 4 7 2 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 14 1 0 0 0 0 9 19 1 0 0 0 0 10 21 2 0 0 0 0 11 22 2 0 0 0 0 12 23 2 0 0 0 0 13 24 2 0 0 0 0 14 32 1 0 0 0 0 15 17 1 0 0 0 0 15 32 1 0 0 0 0 16 18 1 0 0 0 0 16 32 1 0 0 0 0 17 33 1 0 0 0 0 18 33 1 0 0 0 0 19 41 1 0 0 0 0 20 27 2 0 0 0 0 20 31 1 0 0 0 0 21 24 1 0 0 0 0 21 25 1 0 0 0 0 22 23 1 0 0 0 0 22 33 1 0 0 0 0 23 39 1 0 0 0 0 24 41 1 0 0 0 0 25 26 1 0 0 0 0 25 27 1 0 0 0 0 26 28 2 0 0 0 0 26 29 1 0 0 0 0 27 34 1 0 0 0 0 28 30 1 0 0 0 0 28 31 1 0 0 0 0 29 35 2 0 0 0 0 29 40 1 0 0 0 0 30 42 1 0 0 0 0 30 43 1 0 0 0 0 31 44 1 0 0 0 0 34 36 2 0 0 0 0 34 37 2 0 0 0 0 38 41 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015281
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	583.25
ALogP	-1.2583
MLogP	3.33
XLogP	5.019
HDA	7
HBD	2
Rotatable Bonds	17
TPSA	159.48
RO5 Violation	2