NPASS drugs

Drug Information

Drug ID:	NPD4651
Drug Name:
Molecular Formula:	C21H27N5O6S
Canonical SMILES:	OC[C@H](C(=N[C@H](C(=NCc1ccc(cc1)C(=N)N)O)CO)O)NS(=O)(=O)Cc1ccccc1
Standard InCHI:	InChI=1S/C21H27N5O6S/c22-19(23)16-8-6-14(7-9-16)10-24-20(29)17(11-27)25-21(30)18(12-28)26-33(31,32)13-15-4-2-1-3-5-15/h1-9,17-18,26-28H,10-13H2,(H3,22,23)(H,24,29)(H,25,30)/t17-,18+/m0/s1
Standard InCHIKey:	ZNOKJHWJKULOGM-ZWKOTPCHSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4651

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	87
0.1-0.2	1268
0.2-0.3	9855
0.3-0.4	13614
0.4-0.5	5154
0.5-0.6	829
0.6-0.7	83
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	0.6818	NPC254088
Remote Similarity	0.68	NPC211551
Remote Similarity	0.6777	NPC311242
Remote Similarity	0.672	NPC194390
Remote Similarity	0.672	NPC224610
Remote Similarity	0.672	NPC113326
Remote Similarity	0.672	NPC88267
Remote Similarity	0.6694	NPC25565
Remote Similarity	0.6667	NPC319579
Remote Similarity	0.6639	NPC475439
Remote Similarity	0.6639	NPC473501
Remote Similarity	0.6612	NPC108339
Remote Similarity	0.6557	NPC317400
Remote Similarity	0.6522	NPC35996
Remote Similarity	0.65	NPC226438
Remote Similarity	0.6496	NPC203076
Remote Similarity	0.6475	NPC303045
Remote Similarity	0.6475	NPC161972
Remote Similarity	0.6471	NPC470877
Remote Similarity	0.6463	NPC214988
Remote Similarity	0.6441	NPC473031
Remote Similarity	0.6439	NPC474584
Remote Similarity	0.6423	NPC477061
Remote Similarity	0.6423	NPC45777
Remote Similarity	0.6417	NPC78041
Remote Similarity	0.6417	NPC172128
Remote Similarity	0.6417	NPC471307
Remote Similarity	0.6417	NPC209764
Remote Similarity	0.6417	NPC159178
Remote Similarity	0.6417	NPC74936
Remote Similarity	0.6417	NPC121872
Remote Similarity	0.6417	NPC141139
Remote Similarity	0.6397	NPC314992
Remote Similarity	0.6383	NPC477937
Remote Similarity	0.6379	NPC119677
Remote Similarity	0.6371	NPC33168
Remote Similarity	0.637	NPC2265
Remote Similarity	0.6364	NPC245259
Remote Similarity	0.6357	NPC327481
Remote Similarity	0.6303	NPC471638
Remote Similarity	0.629	NPC471319
Remote Similarity	0.629	NPC471320
Remote Similarity	0.6276	NPC194857
Remote Similarity	0.6276	NPC32858
Remote Similarity	0.6267	NPC168861
Remote Similarity	0.626	NPC471309
Remote Similarity	0.6241	NPC329011
Remote Similarity	0.622	NPC469457
Remote Similarity	0.621	NPC58674
Remote Similarity	0.6197	NPC47667
Remote Similarity	0.619	NPC267237
Remote Similarity	0.6176	NPC197470
Remote Similarity	0.6143	NPC273830
Remote Similarity	0.6143	NPC71684
Remote Similarity	0.6131	NPC470544
Remote Similarity	0.6129	NPC469330
Remote Similarity	0.6124	NPC164859
Remote Similarity	0.6116	NPC12429
Remote Similarity	0.6115	NPC283760
Remote Similarity	0.6087	NPC169328
Remote Similarity	0.6087	NPC470545
Remote Similarity	0.6084	NPC4974
Remote Similarity	0.6074	NPC273814
Remote Similarity	0.6071	NPC478014
Remote Similarity	0.6071	NPC478015
Remote Similarity	0.6071	NPC476990
Remote Similarity	0.6071	NPC478016
Remote Similarity	0.6058	NPC101139
Remote Similarity	0.605	NPC169016
Remote Similarity	0.6048	NPC265521
Remote Similarity	0.6043	NPC310467
Remote Similarity	0.6043	NPC470546
Remote Similarity	0.604	NPC314835
Remote Similarity	0.6039	NPC314114
Remote Similarity	0.6029	NPC476048
Remote Similarity	0.6028	NPC202521
Remote Similarity	0.6016	NPC316108
Remote Similarity	0.6013	NPC286551
Remote Similarity	0.6	NPC325662
Remote Similarity	0.6	NPC202613
Remote Similarity	0.6	NPC471317
Remote Similarity	0.6	NPC3210
Remote Similarity	0.6	NPC98269
Remote Similarity	0.5986	NPC252878
Remote Similarity	0.5984	NPC262393
Remote Similarity	0.5971	NPC38458
Remote Similarity	0.5971	NPC476440
Remote Similarity	0.5971	NPC311737
Remote Similarity	0.596	NPC132636
Remote Similarity	0.5959	NPC477839
Remote Similarity	0.5952	NPC329430
Remote Similarity	0.5948	NPC468984
Remote Similarity	0.5946	NPC326966
Remote Similarity	0.5944	NPC6975
Remote Similarity	0.5944	NPC46427
Remote Similarity	0.5944	NPC328683
Remote Similarity	0.5944	NPC283130
Remote Similarity	0.5938	NPC303611
Remote Similarity	0.5938	NPC226096
Remote Similarity	0.5938	NPC164514
Remote Similarity	0.5938	NPC108606
Remote Similarity	0.5938	NPC290515
Remote Similarity	0.5929	NPC237420
Remote Similarity	0.5918	NPC325651
Remote Similarity	0.5912	NPC474544
Remote Similarity	0.5912	NPC1986
Remote Similarity	0.5899	NPC82963
Remote Similarity	0.589	NPC210950
Remote Similarity	0.589	NPC199738
Remote Similarity	0.5886	NPC321617
Remote Similarity	0.5882	NPC475013
Remote Similarity	0.5882	NPC14326
Remote Similarity	0.5878	NPC471310
Remote Similarity	0.5877	NPC299134
Remote Similarity	0.5873	NPC7067
Remote Similarity	0.5867	NPC141050
Remote Similarity	0.5862	NPC290638
Remote Similarity	0.585	NPC111428
Remote Similarity	0.5833	NPC150254
Remote Similarity	0.5833	NPC226778
Remote Similarity	0.5833	NPC147000
Remote Similarity	0.5833	NPC304761
Remote Similarity	0.5827	NPC20142
Remote Similarity	0.5827	NPC317254
Remote Similarity	0.5827	NPC215351
Remote Similarity	0.5823	NPC13470
Remote Similarity	0.5811	NPC300315
Remote Similarity	0.5804	NPC324702
Remote Similarity	0.5786	NPC239357
Remote Similarity	0.5782	NPC319766
Remote Similarity	0.5778	NPC24101
Remote Similarity	0.5778	NPC96224
Remote Similarity	0.5774	NPC208280
Remote Similarity	0.5769	NPC12730
Remote Similarity	0.5769	NPC322878
Remote Similarity	0.5767	NPC324850
Remote Similarity	0.5766	NPC275410
Remote Similarity	0.576	NPC78154
Remote Similarity	0.5759	NPC105717
Remote Similarity	0.5755	NPC33742
Remote Similarity	0.5752	NPC219246
Remote Similarity	0.5752	NPC477557
Remote Similarity	0.5746	NPC473498
Remote Similarity	0.5746	NPC471447
Remote Similarity	0.5746	NPC45033
Remote Similarity	0.5743	NPC311753
Remote Similarity	0.5739	NPC113000
Remote Similarity	0.5739	NPC112609
Remote Similarity	0.5739	NPC122327
Remote Similarity	0.5736	NPC10781
Remote Similarity	0.5736	NPC122493
Remote Similarity	0.5736	NPC293628
Remote Similarity	0.5735	NPC470127
Remote Similarity	0.5734	NPC190663
Remote Similarity	0.5734	NPC80150
Remote Similarity	0.5734	NPC326232
Remote Similarity	0.5734	NPC317564
Remote Similarity	0.5734	NPC112823
Remote Similarity	0.5733	NPC325479
Remote Similarity	0.5726	NPC325441
Remote Similarity	0.5724	NPC472415
Remote Similarity	0.5714	NPC469974
Remote Similarity	0.5714	NPC275467
Remote Similarity	0.5714	NPC188010
Remote Similarity	0.5706	NPC470507
Remote Similarity	0.5697	NPC471527
Remote Similarity	0.5696	NPC311658
Remote Similarity	0.5694	NPC86966
Remote Similarity	0.569	NPC276699
Remote Similarity	0.5689	NPC217804
Remote Similarity	0.5689	NPC22883
Remote Similarity	0.5689	NPC210377
Remote Similarity	0.5689	NPC5719
Remote Similarity	0.5686	NPC64205
Remote Similarity	0.5685	NPC22746
Remote Similarity	0.5683	NPC35850
Remote Similarity	0.5683	NPC276949
Remote Similarity	0.5682	NPC327226
Remote Similarity	0.5679	NPC469975
Remote Similarity	0.5678	NPC12857
Remote Similarity	0.5674	NPC147957
Remote Similarity	0.5672	NPC143516
Remote Similarity	0.5669	NPC478040
Remote Similarity	0.5667	NPC130309
Remote Similarity	0.5662	NPC153690
Remote Similarity	0.5655	NPC160493
Remote Similarity	0.5655	NPC474862
Remote Similarity	0.5652	NPC244738
Remote Similarity	0.5646	NPC472414
Remote Similarity	0.5646	NPC101719
Remote Similarity	0.5643	NPC205652
Remote Similarity	0.5643	NPC118202
Remote Similarity	0.5638	NPC295478
Remote Similarity	0.5638	NPC101372
Remote Similarity	0.5638	NPC473322
Remote Similarity	0.5638	NPC40488
Remote Similarity	0.5636	NPC62104
Remote Similarity	0.5636	NPC1390
Remote Similarity	0.5635	NPC258627
Remote Similarity	0.5634	NPC313449

Drug Structure

NPD4651 OpenBabel08211705262D 41 42 0 0 1 0 0 0 0 0999 V2000 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 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 0.8660 -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 0 0 0 0 0 0 0 0 0 0 -7.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.7321 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 -7.0000 1.7321 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 -9.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 1.7321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.5000 2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 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 -5.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -10.0000 3.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5000 2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 3.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 15 2 0 0 0 0 5 15 1 0 0 0 0 6 8 1 0 0 0 0 6 14 2 0 0 0 0 7 9 2 0 0 0 0 7 14 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 14 1 0 0 0 0 10 24 1 0 0 0 0 11 27 1 0 0 0 0 12 28 1 0 0 0 0 13 15 1 0 0 0 0 13 33 1 0 0 0 0 16 19 1 0 0 0 0 17 11 1 1 0 0 0 17 20 1 0 0 0 0 17 25 1 0 0 0 0 18 12 1 1 0 0 0 18 21 1 0 0 0 0 18 26 1 0 0 0 0 19 22 1 0 0 0 0 19 23 2 0 0 0 0 20 24 2 3 0 0 0 20 29 1 0 0 0 0 21 25 2 3 0 0 0 21 30 1 0 0 0 0 22 34 1 0 0 0 0 22 35 1 0 0 0 0 23 36 1 0 0 0 0 26 33 1 0 0 0 0 26 37 1 0 0 0 0 27 38 1 0 0 0 0 28 39 1 0 0 0 0 29 40 1 0 0 0 0 30 41 1 0 0 0 0 31 33 2 0 0 0 0 32 33 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB018047
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	449051
ChEBI
CAS Number

Drug Properties

Molecular Weight	477.17
ALogP	-2.9889
MLogP	2.45
XLogP	1.498
HDA	11
HBD	7
Rotatable Bonds	17
TPSA	210.06
RO5 Violation	3