NPASS drugs

Drug Information

Drug ID:	NPD8075
Drug Name:	ciprokiren
Molecular Formula:	C37H55N5O8S
Canonical SMILES:	O[C@H]([C@@H]([C@@H](N=C([C@@H](N=C([C@@H](CS(=O)(=O)C(C(=O)N1CCOCC1)(C)C)Cc1ccccc1)O)Cc1[nH]cnc1)O)CC1CCCCC1)O)C1CC1
Standard InCHI:	InChI=1S/C37H55N5O8S/c1-37(2,36(47)42-15-17-50-18-16-42)51(48,49)23-28(19-25-9-5-3-6-10-25)34(45)41-31(21-29-22-38-24-39-29)35(46)40-30(20-26-11-7-4-8-12-26)33(44)32(43)27-13-14-27/h3,5-6,9-10,22,24,26-28,30-33,43-44H,4,7-8,11-21,23H2,1-2H3,(H,38,39)(H,40,46)(H,41,45)/t28-,30+,31+,32+,33-/m1/s1
Standard InCHIKey:	PODHJNNUGIBMOP-HOQQKOLYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8075

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	256
0.1-0.2	1631
0.2-0.3	12015
0.3-0.4	12513
0.4-0.5	2390
0.5-0.6	1804
0.6-0.7	265
0.7-0.8	15
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	0.8065	NPC238945
Intermediate Similarity	0.738	NPC64216
Intermediate Similarity	0.7296	NPC69843
Intermediate Similarity	0.7284	NPC323244
Intermediate Similarity	0.7244	NPC110602
Intermediate Similarity	0.7244	NPC31385
Intermediate Similarity	0.7244	NPC75726
Intermediate Similarity	0.7234	NPC328924
Intermediate Similarity	0.72	NPC320968
Intermediate Similarity	0.72	NPC54981
Intermediate Similarity	0.713	NPC313504
Intermediate Similarity	0.7087	NPC281049
Intermediate Similarity	0.7087	NPC478013
Intermediate Similarity	0.7067	NPC71238
Intermediate Similarity	0.7061	NPC54744
Intermediate Similarity	0.7017	NPC89987
Remote Similarity	0.6987	NPC63279
Remote Similarity	0.6969	NPC314056
Remote Similarity	0.6969	NPC242872
Remote Similarity	0.6969	NPC125181
Remote Similarity	0.6969	NPC263117
Remote Similarity	0.6958	NPC297642
Remote Similarity	0.6951	NPC475506
Remote Similarity	0.6932	NPC477633
Remote Similarity	0.692	NPC155143
Remote Similarity	0.6911	NPC478011
Remote Similarity	0.6911	NPC478012
Remote Similarity	0.6892	NPC473640
Remote Similarity	0.6885	NPC314176
Remote Similarity	0.6861	NPC100321
Remote Similarity	0.682	NPC477634
Remote Similarity	0.6812	NPC478158
Remote Similarity	0.6805	NPC165743
Remote Similarity	0.6784	NPC473376
Remote Similarity	0.6782	NPC321939
Remote Similarity	0.6763	NPC475859
Remote Similarity	0.6763	NPC474877
Remote Similarity	0.6763	NPC475969
Remote Similarity	0.6752	NPC79386
Remote Similarity	0.6746	NPC314882
Remote Similarity	0.6739	NPC162860
Remote Similarity	0.6739	NPC107077
Remote Similarity	0.6739	NPC223791
Remote Similarity	0.6738	NPC478157
Remote Similarity	0.6735	NPC478029
Remote Similarity	0.6726	NPC54537
Remote Similarity	0.6725	NPC323927
Remote Similarity	0.6724	NPC75634
Remote Similarity	0.6722	NPC470729
Remote Similarity	0.6722	NPC477176
Remote Similarity	0.6722	NPC470730
Remote Similarity	0.6722	NPC477175
Remote Similarity	0.6706	NPC150447
Remote Similarity	0.6696	NPC476874
Remote Similarity	0.6694	NPC477177
Remote Similarity	0.6682	NPC213629
Remote Similarity	0.6653	NPC478028
Remote Similarity	0.6652	NPC54420
Remote Similarity	0.6651	NPC477119
Remote Similarity	0.6618	NPC282531
Remote Similarity	0.6615	NPC315467
Remote Similarity	0.6608	NPC470497
Remote Similarity	0.6607	NPC239660
Remote Similarity	0.6607	NPC106235
Remote Similarity	0.6591	NPC94752
Remote Similarity	0.6579	NPC469308
Remote Similarity	0.6576	NPC478006
Remote Similarity	0.6568	NPC471192
Remote Similarity	0.6564	NPC293917
Remote Similarity	0.6556	NPC19170
Remote Similarity	0.6553	NPC282247
Remote Similarity	0.655	NPC193761
Remote Similarity	0.6545	NPC477118
Remote Similarity	0.6527	NPC478009
Remote Similarity	0.6527	NPC478010
Remote Similarity	0.652	NPC39092
Remote Similarity	0.652	NPC171317
Remote Similarity	0.6516	NPC477120
Remote Similarity	0.6511	NPC6865
Remote Similarity	0.6511	NPC153980
Remote Similarity	0.6498	NPC251936
Remote Similarity	0.649	NPC160666
Remote Similarity	0.6488	NPC125597
Remote Similarity	0.6481	NPC475024
Remote Similarity	0.6475	NPC297862
Remote Similarity	0.6473	NPC473763
Remote Similarity	0.6473	NPC117244
Remote Similarity	0.6468	NPC242923
Remote Similarity	0.6468	NPC72956
Remote Similarity	0.6461	NPC319232
Remote Similarity	0.6461	NPC24370
Remote Similarity	0.646	NPC294693
Remote Similarity	0.6455	NPC163055
Remote Similarity	0.6455	NPC161143
Remote Similarity	0.6454	NPC171393
Remote Similarity	0.6454	NPC295452
Remote Similarity	0.6447	NPC470499
Remote Similarity	0.6437	NPC323752
Remote Similarity	0.6434	NPC476492
Remote Similarity	0.6431	NPC477635
Remote Similarity	0.6431	NPC477630
Remote Similarity	0.6429	NPC470732
Remote Similarity	0.6429	NPC470731
Remote Similarity	0.6423	NPC41982
Remote Similarity	0.6411	NPC158055
Remote Similarity	0.6405	NPC253987
Remote Similarity	0.6405	NPC155444
Remote Similarity	0.64	NPC243716
Remote Similarity	0.6378	NPC477418
Remote Similarity	0.6378	NPC477420
Remote Similarity	0.6375	NPC477714
Remote Similarity	0.6371	NPC471193
Remote Similarity	0.6371	NPC471194
Remote Similarity	0.6364	NPC473317
Remote Similarity	0.636	NPC147983
Remote Similarity	0.636	NPC177996
Remote Similarity	0.6359	NPC314603
Remote Similarity	0.6356	NPC95783
Remote Similarity	0.6352	NPC314930
Remote Similarity	0.6352	NPC214827
Remote Similarity	0.6349	NPC250178
Remote Similarity	0.6349	NPC308906
Remote Similarity	0.6347	NPC248454
Remote Similarity	0.634	NPC314957
Remote Similarity	0.6326	NPC160105
Remote Similarity	0.6318	NPC153400
Remote Similarity	0.6308	NPC22883
Remote Similarity	0.6308	NPC210377
Remote Similarity	0.6308	NPC476446
Remote Similarity	0.6308	NPC217804
Remote Similarity	0.6308	NPC78375
Remote Similarity	0.6308	NPC469813
Remote Similarity	0.6308	NPC5719
Remote Similarity	0.6304	NPC265576
Remote Similarity	0.6301	NPC476491
Remote Similarity	0.63	NPC201900
Remote Similarity	0.6299	NPC477806
Remote Similarity	0.6299	NPC477795
Remote Similarity	0.6299	NPC477805
Remote Similarity	0.6299	NPC477796
Remote Similarity	0.6296	NPC471506
Remote Similarity	0.6278	NPC165495
Remote Similarity	0.6278	NPC228835
Remote Similarity	0.6275	NPC191382
Remote Similarity	0.6275	NPC56109
Remote Similarity	0.6274	NPC1390
Remote Similarity	0.6274	NPC62104
Remote Similarity	0.6267	NPC313514
Remote Similarity	0.6266	NPC182507
Remote Similarity	0.6266	NPC477715
Remote Similarity	0.6261	NPC233936
Remote Similarity	0.625	NPC188387
Remote Similarity	0.625	NPC313640
Remote Similarity	0.625	NPC63040
Remote Similarity	0.625	NPC326363
Remote Similarity	0.625	NPC163421
Remote Similarity	0.6245	NPC476817
Remote Similarity	0.6238	NPC469975
Remote Similarity	0.6235	NPC107160
Remote Similarity	0.6234	NPC471603
Remote Similarity	0.6233	NPC472108
Remote Similarity	0.6233	NPC139291
Remote Similarity	0.623	NPC28945
Remote Similarity	0.622	NPC474196
Remote Similarity	0.6218	NPC113369
Remote Similarity	0.6216	NPC14812
Remote Similarity	0.6211	NPC329961
Remote Similarity	0.621	NPC156003
Remote Similarity	0.6207	NPC313421
Remote Similarity	0.6204	NPC312942
Remote Similarity	0.6204	NPC327095
Remote Similarity	0.6204	NPC15068
Remote Similarity	0.6195	NPC17059
Remote Similarity	0.6186	NPC475288
Remote Similarity	0.6179	NPC40455
Remote Similarity	0.6175	NPC474561
Remote Similarity	0.6175	NPC49954
Remote Similarity	0.6173	NPC473310
Remote Similarity	0.6172	NPC477107
Remote Similarity	0.6172	NPC316756
Remote Similarity	0.6172	NPC477108
Remote Similarity	0.6172	NPC477109
Remote Similarity	0.6171	NPC141377
Remote Similarity	0.6163	NPC315126
Remote Similarity	0.6163	NPC17305
Remote Similarity	0.6163	NPC314774
Remote Similarity	0.6161	NPC472109
Remote Similarity	0.6161	NPC472110
Remote Similarity	0.6161	NPC469358
Remote Similarity	0.616	NPC473362
Remote Similarity	0.616	NPC166492
Remote Similarity	0.6157	NPC472027
Remote Similarity	0.6157	NPC40779
Remote Similarity	0.6157	NPC311276
Remote Similarity	0.6154	NPC300183
Remote Similarity	0.6151	NPC5145
Remote Similarity	0.6151	NPC325976
Remote Similarity	0.615	NPC474707
Remote Similarity	0.6148	NPC315804
Remote Similarity	0.6148	NPC313804

Drug Structure

NPD8075 OpenBabel08211712042D 56 60 0 0 1 0 0 0 0 0999 V2000 -1.8354 0.4918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9836 0.9836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7037 -3.9344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8146 2.9508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8518 -4.4262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7037 -2.9508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9628 2.4590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6665 2.4590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8518 -2.4590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9628 1.4754 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6665 1.4754 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1583 -1.6072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6501 -2.4590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9508 -1.7037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9508 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9344 -1.7037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9344 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8518 -2.4590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8146 -0.9836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4073 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1577 0.0917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3241 1.6745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.9508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8146 0.9836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6665 -2.4590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8518 -1.4754 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2591 0.4918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9628 -1.4754 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4073 -0.9836 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.8146 -2.9508 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9628 -2.4590 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7037 -0.9836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2591 -1.4754 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4754 -0.8518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9836 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8159 0.8227 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3620 1.4700 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1110 -0.9836 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5555 -1.4754 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4590 -0.8518 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.8146 -3.9344 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1110 -2.9508 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7037 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2591 -2.4590 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9836 -1.7037 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9836 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9836 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4262 -0.8518 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 3.6310 2.1282 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9628 -4.4262 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1110 -3.9344 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8518 0.4918 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4073 -2.9508 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 37 1 0 0 0 0 2 37 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 25 2 0 0 0 0 10 25 1 0 0 0 0 11 26 1 0 0 0 0 12 26 1 0 0 0 0 13 14 1 0 0 0 0 13 27 1 0 0 0 0 14 27 1 0 0 0 0 15 17 1 0 0 0 0 15 42 1 0 0 0 0 16 18 1 0 0 0 0 16 42 1 0 0 0 0 17 50 1 0 0 0 0 18 50 1 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 21 29 1 0 0 0 0 22 29 2 0 0 0 0 22 38 1 0 0 0 0 23 28 1 0 0 0 0 23 51 1 0 0 0 0 24 38 2 0 0 0 0 24 39 1 0 0 0 0 27 32 1 0 0 0 0 28 19 1 6 0 0 0 28 34 1 0 0 0 0 29 39 1 0 0 0 0 30 20 1 1 0 0 0 30 33 1 0 0 0 0 30 40 1 0 0 0 0 31 21 1 1 0 0 0 31 35 1 0 0 0 0 31 41 1 0 0 0 0 32 33 1 0 0 0 0 32 43 1 6 0 0 0 33 44 1 6 0 0 0 34 41 2 3 0 0 0 34 45 1 0 0 0 0 35 40 2 3 0 0 0 35 46 1 0 0 0 0 36 37 1 0 0 0 0 36 42 1 0 0 0 0 36 47 2 0 0 0 0 37 51 1 0 0 0 0 39 52 1 0 0 0 0 43 53 1 0 0 0 0 44 54 1 0 0 0 0 45 55 1 0 0 0 0 46 56 1 0 0 0 0 48 51 2 0 0 0 0 49 51 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007674
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	729.38
ALogP	-2.2527
MLogP	3.99
XLogP	4.975
HDA	13
HBD	5
Rotatable Bonds	24
TPSA	206.38
RO5 Violation	2