NPASS drugs

Drug Information

Drug ID:	NPD8260
Drug Name:	Cobicistat
Molecular Formula:	C40H53N7O5S2
Canonical SMILES:	OC(=N[C@@H](Cc1ccccc1)CC[C@@H](N=C(OCc1cncs1)O)Cc1ccccc1)[C@@H](N=C(N(Cc1csc(n1)C(C)C)C)O)CCN1CCOCC1
Standard InCHI:	InChI=1S/C40H53N7O5S2/c1-29(2)38-43-34(27-53-38)25-46(3)39(49)45-36(16-17-47-18-20-51-21-19-47)37(48)42-32(22-30-10-6-4-7-11-30)14-15-33(23-31-12-8-5-9-13-31)44-40(50)52-26-35-24-41-28-54-35/h4-13,24,27-29,32-33,36H,14-23,25-26H2,1-3H3,(H,42,48)(H,44,50)(H,45,49)/t32-,33-,36+/m1/s1
Standard InCHIKey:	ZCIGNRJZKPOIKD-CQXVEOKZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8260

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	317
0.1-0.2	2488
0.2-0.3	11381
0.3-0.4	12068
0.4-0.5	2791
0.5-0.6	1738
0.6-0.7	95
0.7-0.8	12
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	0.736	NPC475534
Intermediate Similarity	0.736	NPC476080
Intermediate Similarity	0.736	NPC161242
Intermediate Similarity	0.7323	NPC475330
Intermediate Similarity	0.7286	NPC25316
Intermediate Similarity	0.7286	NPC263485
Intermediate Similarity	0.7286	NPC174652
Intermediate Similarity	0.7286	NPC229160
Intermediate Similarity	0.7282	NPC476103
Intermediate Similarity	0.7198	NPC106235
Intermediate Similarity	0.7198	NPC239660
Intermediate Similarity	0.7129	NPC161143
Remote Similarity	0.6893	NPC49051
Remote Similarity	0.6884	NPC24990
Remote Similarity	0.6842	NPC329961
Remote Similarity	0.6777	NPC165538
Remote Similarity	0.6762	NPC122427
Remote Similarity	0.6667	NPC314930
Remote Similarity	0.6667	NPC214827
Remote Similarity	0.6651	NPC96016
Remote Similarity	0.6621	NPC75498
Remote Similarity	0.6591	NPC257511
Remote Similarity	0.6584	NPC475920
Remote Similarity	0.6577	NPC475024
Remote Similarity	0.6565	NPC253987
Remote Similarity	0.6514	NPC313421
Remote Similarity	0.65	NPC182507
Remote Similarity	0.6471	NPC143325
Remote Similarity	0.646	NPC75726
Remote Similarity	0.646	NPC110602
Remote Similarity	0.646	NPC31385
Remote Similarity	0.646	NPC251036
Remote Similarity	0.6459	NPC164228
Remote Similarity	0.6445	NPC313966
Remote Similarity	0.6445	NPC314254
Remote Similarity	0.6368	NPC19170
Remote Similarity	0.6346	NPC469938
Remote Similarity	0.6345	NPC475196
Remote Similarity	0.6327	NPC145178
Remote Similarity	0.6327	NPC14877
Remote Similarity	0.6327	NPC475350
Remote Similarity	0.632	NPC149014
Remote Similarity	0.6316	NPC478030
Remote Similarity	0.6309	NPC216221
Remote Similarity	0.6301	NPC315126
Remote Similarity	0.6301	NPC314774
Remote Similarity	0.6293	NPC473886
Remote Similarity	0.6287	NPC297862
Remote Similarity	0.6278	NPC193761
Remote Similarity	0.6277	NPC173344
Remote Similarity	0.6271	NPC153467
Remote Similarity	0.627	NPC39092
Remote Similarity	0.6266	NPC77022
Remote Similarity	0.6207	NPC79386
Remote Similarity	0.6206	NPC150447
Remote Similarity	0.6186	NPC15102
Remote Similarity	0.6148	NPC478029
Remote Similarity	0.6121	NPC478157
Remote Similarity	0.6116	NPC63279
Remote Similarity	0.6114	NPC478158
Remote Similarity	0.6111	NPC319751
Remote Similarity	0.6111	NPC471323
Remote Similarity	0.6106	NPC138562
Remote Similarity	0.6104	NPC324815
Remote Similarity	0.6104	NPC75634
Remote Similarity	0.6096	NPC323927
Remote Similarity	0.6094	NPC472027
Remote Similarity	0.6093	NPC163055
Remote Similarity	0.6091	NPC297642
Remote Similarity	0.6089	NPC469308
Remote Similarity	0.6087	NPC469813
Remote Similarity	0.6087	NPC78375
Remote Similarity	0.6087	NPC476446
Remote Similarity	0.6078	NPC54744
Remote Similarity	0.6076	NPC155444
Remote Similarity	0.6066	NPC478028
Remote Similarity	0.6065	NPC284678
Remote Similarity	0.6056	NPC59269
Remote Similarity	0.6056	NPC248454
Remote Similarity	0.605	NPC64216
Remote Similarity	0.605	NPC473398
Remote Similarity	0.6048	NPC477796
Remote Similarity	0.6048	NPC91895
Remote Similarity	0.6048	NPC477806
Remote Similarity	0.6048	NPC477795
Remote Similarity	0.6048	NPC477805
Remote Similarity	0.6045	NPC117244
Remote Similarity	0.6045	NPC473763
Remote Similarity	0.6043	NPC281049
Remote Similarity	0.6037	NPC280290
Remote Similarity	0.6036	NPC294693
Remote Similarity	0.6034	NPC471506
Remote Similarity	0.6027	NPC265576
Remote Similarity	0.6027	NPC239954
Remote Similarity	0.6027	NPC473640
Remote Similarity	0.6026	NPC166492
Remote Similarity	0.6026	NPC473362
Remote Similarity	0.6023	NPC314056
Remote Similarity	0.602	NPC119481
Remote Similarity	0.6017	NPC191382
Remote Similarity	0.6017	NPC56109
Remote Similarity	0.6009	NPC473757
Remote Similarity	0.6	NPC477420
Remote Similarity	0.6	NPC314957
Remote Similarity	0.6	NPC100321
Remote Similarity	0.6	NPC238945
Remote Similarity	0.6	NPC477418
Remote Similarity	0.5991	NPC198673
Remote Similarity	0.5991	NPC320968
Remote Similarity	0.5985	NPC478011
Remote Similarity	0.5985	NPC478012
Remote Similarity	0.5983	NPC476817
Remote Similarity	0.5981	NPC211997
Remote Similarity	0.5975	NPC476492
Remote Similarity	0.5967	NPC160666
Remote Similarity	0.5965	NPC475774
Remote Similarity	0.5962	NPC314176
Remote Similarity	0.5961	NPC40070
Remote Similarity	0.5957	NPC54420
Remote Similarity	0.5957	NPC470731
Remote Similarity	0.5957	NPC470732
Remote Similarity	0.5956	NPC168911
Remote Similarity	0.5955	NPC213629
Remote Similarity	0.5954	NPC478013
Remote Similarity	0.595	NPC314954
Remote Similarity	0.5949	NPC313804
Remote Similarity	0.5949	NPC315804
Remote Similarity	0.5948	NPC147810
Remote Similarity	0.5947	NPC475506
Remote Similarity	0.5945	NPC153400
Remote Similarity	0.5942	NPC92796
Remote Similarity	0.5942	NPC135141
Remote Similarity	0.5941	NPC312942
Remote Similarity	0.5941	NPC321617
Remote Similarity	0.5941	NPC327095
Remote Similarity	0.5939	NPC473376
Remote Similarity	0.5936	NPC94752
Remote Similarity	0.5935	NPC150048
Remote Similarity	0.5935	NPC134586
Remote Similarity	0.5935	NPC280852
Remote Similarity	0.5935	NPC203754
Remote Similarity	0.5929	NPC293917
Remote Similarity	0.5926	NPC249662
Remote Similarity	0.5923	NPC242923
Remote Similarity	0.5921	NPC476874
Remote Similarity	0.5921	NPC155143
Remote Similarity	0.5917	NPC40455
Remote Similarity	0.5915	NPC314603
Remote Similarity	0.5915	NPC250835
Remote Similarity	0.5913	NPC475288
Remote Similarity	0.5911	NPC285343
Remote Similarity	0.5909	NPC475258
Remote Similarity	0.5907	NPC68354
Remote Similarity	0.5905	NPC162860
Remote Similarity	0.5905	NPC477975
Remote Similarity	0.5904	NPC197881
Remote Similarity	0.5902	NPC469858
Remote Similarity	0.5897	NPC193370
Remote Similarity	0.589	NPC62510
Remote Similarity	0.5885	NPC212213
Remote Similarity	0.5885	NPC140284
Remote Similarity	0.5885	NPC75609
Remote Similarity	0.588	NPC141377
Remote Similarity	0.5878	NPC165743
Remote Similarity	0.5878	NPC89987
Remote Similarity	0.5877	NPC49217
Remote Similarity	0.5877	NPC160105
Remote Similarity	0.5876	NPC256893
Remote Similarity	0.5874	NPC477815
Remote Similarity	0.5872	NPC48938
Remote Similarity	0.5869	NPC41982
Remote Similarity	0.5862	NPC470111
Remote Similarity	0.5862	NPC66699
Remote Similarity	0.586	NPC472122
Remote Similarity	0.586	NPC24594
Remote Similarity	0.5857	NPC474217
Remote Similarity	0.5855	NPC124636
Remote Similarity	0.5854	NPC141053
Remote Similarity	0.5854	NPC216713
Remote Similarity	0.5854	NPC220852
Remote Similarity	0.5853	NPC168486
Remote Similarity	0.5853	NPC24864
Remote Similarity	0.5853	NPC222592
Remote Similarity	0.5845	NPC472294
Remote Similarity	0.5844	NPC186351
Remote Similarity	0.5842	NPC285731
Remote Similarity	0.5841	NPC477976
Remote Similarity	0.5841	NPC272483
Remote Similarity	0.5841	NPC267928
Remote Similarity	0.584	NPC477714
Remote Similarity	0.584	NPC473310
Remote Similarity	0.5837	NPC475969
Remote Similarity	0.5837	NPC469589
Remote Similarity	0.5837	NPC475859
Remote Similarity	0.5837	NPC74382
Remote Similarity	0.5837	NPC474877
Remote Similarity	0.5837	NPC206251
Remote Similarity	0.5833	NPC14325
Remote Similarity	0.5833	NPC205254
Remote Similarity	0.5833	NPC303820

Drug Structure

NPD8260 OpenBabel08211713002D 57 61 0 0 1 0 0 0 0 0999 V2000 2.0823 -0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9013 -1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 -8.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 -7.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -9.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 -4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -7.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 -8.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -6.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 -5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2167 -4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6494 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5154 -4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5154 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3814 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 -4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 -7.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.7135 -4.7079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7429 -6.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1916 -5.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 -0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 -7.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 -5.7024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.2788 -6.2024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.6090 -5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 -4.7024 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.9487 -5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0109 -6.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.6916 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -6.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.1449 -5.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -4.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 -2.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6494 -4.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -6.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 -2.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.0109 -7.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3814 -3.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.8769 -5.7024 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 -11.5225 -6.1092 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.2167 -5.7024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 -1.7024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1449 -7.7024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 29 1 0 0 0 0 3 46 1 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 12 1 0 0 0 0 9 13 2 0 0 0 0 10 30 2 0 0 0 0 11 30 1 0 0 0 0 12 31 2 0 0 0 0 13 31 1 0 0 0 0 14 15 1 0 0 0 0 16 17 1 0 0 0 0 17 47 1 0 0 0 0 18 20 1 0 0 0 0 18 47 1 0 0 0 0 19 21 1 0 0 0 0 19 47 1 0 0 0 0 20 51 1 0 0 0 0 21 51 1 0 0 0 0 22 30 1 0 0 0 0 22 32 1 0 0 0 0 23 31 1 0 0 0 0 23 33 1 0 0 0 0 24 35 2 0 0 0 0 24 41 1 0 0 0 0 25 34 1 0 0 0 0 25 46 1 0 0 0 0 26 35 1 0 0 0 0 26 52 1 0 0 0 0 27 34 2 0 0 0 0 27 53 1 0 0 0 0 28 41 2 0 0 0 0 28 54 1 0 0 0 0 29 38 1 0 0 0 0 32 14 1 6 0 0 0 32 42 1 0 0 0 0 33 15 1 6 0 0 0 33 44 1 0 0 0 0 34 43 1 0 0 0 0 35 54 1 0 0 0 0 36 16 1 1 0 0 0 36 37 1 0 0 0 0 36 45 1 0 0 0 0 37 42 2 3 0 0 0 37 48 1 0 0 0 0 38 43 2 0 0 0 0 38 53 1 0 0 0 0 39 45 2 3 0 0 0 39 46 1 0 0 0 0 39 49 1 0 0 0 0 40 44 2 3 0 0 0 40 50 1 0 0 0 0 40 52 1 0 0 0 0 48 55 1 0 0 0 0 49 56 1 0 0 0 0 50 57 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002983; DNCL002984
DrugBank	DB09065
ChEMBL	CHEMBL2095208
IUPHAR/BPS	7535
PharmaGKB
KEGG Drug	D09881
PubChem CID	25151504
ChEBI	72291
CAS Number	1004316-88-4

Drug Properties

Molecular Weight	775.35
ALogP	0.8885
MLogP	4.32
XLogP	10.187
HDA	12
HBD	3
Rotatable Bonds	27
TPSA	204.97
RO5 Violation	3