NPASS drugs

Drug Information

Drug ID:	NPD8122
Drug Name:	Atazanavir Sulfate
Molecular Formula:	C38H52N6O7.H2O4S
Canonical SMILES:	OS(=O)(=O)O.COC(=N[C@@H](C(C)(C)C)C(=NN(Cc1ccc(cc1)c1ccccn1)C[C@@H]([C@@H](N=C([C@H](C(C)(C)C)N=C(OC)O)O)Cc1ccccc1)O)O)O
Standard InCHI:	InChI=1S/C38H52N6O7.H2O4S/c1-37(2,3)31(41-35(48)50-7)33(46)40-29(22-25-14-10-9-11-15-25)30(45)24-44(43-34(47)32(38(4,5)6)42-36(49)51-8)23-26-17-19-27(20-18-26)28-16-12-13-21-39-28;1-5(2,3)4/h9-21,29-32,45H,22-24H2,1-8H3,(H,40,46)(H,41,48)(H,42,49)(H,43,47);(H2,1,2,3,4)/t29-,30-,31+,32+;/m0./s1
Standard InCHIKey:	DQSGVVGOPRWTKI-QVFAWCHISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8122

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	191
0.1-0.2	1178
0.2-0.3	7086
0.3-0.4	16387
0.4-0.5	3140
0.5-0.6	1578
0.6-0.7	1162
0.7-0.8	168
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	0.7797	NPC203754
Intermediate Similarity	0.7797	NPC150048
Intermediate Similarity	0.7746	NPC311276
Intermediate Similarity	0.7746	NPC476446
Intermediate Similarity	0.7746	NPC78375
Intermediate Similarity	0.7746	NPC469813
Intermediate Similarity	0.774	NPC469938
Intermediate Similarity	0.7701	NPC477975
Intermediate Similarity	0.7667	NPC300688
Intermediate Similarity	0.7654	NPC151939
Intermediate Similarity	0.7616	NPC129721
Intermediate Similarity	0.7616	NPC469762
Intermediate Similarity	0.7614	NPC201700
Intermediate Similarity	0.7595	NPC471313
Intermediate Similarity	0.7595	NPC471311
Intermediate Similarity	0.7558	NPC469785
Intermediate Similarity	0.7557	NPC160105
Intermediate Similarity	0.7543	NPC40779
Intermediate Similarity	0.7516	NPC256893
Intermediate Similarity	0.7514	NPC133261
Intermediate Similarity	0.7514	NPC63751
Intermediate Similarity	0.75	NPC75540
Intermediate Similarity	0.75	NPC70922
Intermediate Similarity	0.75	NPC251722
Intermediate Similarity	0.75	NPC314102
Intermediate Similarity	0.75	NPC212376
Intermediate Similarity	0.75	NPC211572
Intermediate Similarity	0.75	NPC80597
Intermediate Similarity	0.75	NPC62510
Intermediate Similarity	0.7487	NPC117244
Intermediate Similarity	0.7487	NPC473763
Intermediate Similarity	0.7486	NPC314603
Intermediate Similarity	0.7486	NPC477976
Intermediate Similarity	0.7486	NPC71079
Intermediate Similarity	0.7461	NPC476874
Intermediate Similarity	0.7461	NPC193761
Intermediate Similarity	0.7443	NPC474217
Intermediate Similarity	0.7442	NPC25008
Intermediate Similarity	0.7442	NPC469763
Intermediate Similarity	0.7442	NPC73952
Intermediate Similarity	0.7442	NPC469765
Intermediate Similarity	0.7442	NPC259644
Intermediate Similarity	0.7442	NPC469760
Intermediate Similarity	0.7442	NPC469786
Intermediate Similarity	0.7433	NPC95783
Intermediate Similarity	0.7407	NPC474177
Intermediate Similarity	0.7382	NPC229332
Intermediate Similarity	0.738	NPC65215
Intermediate Similarity	0.738	NPC173028
Intermediate Similarity	0.7363	NPC59269
Intermediate Similarity	0.736	NPC474561
Intermediate Similarity	0.736	NPC54988
Intermediate Similarity	0.736	NPC49954
Intermediate Similarity	0.736	NPC278366
Intermediate Similarity	0.736	NPC127730
Intermediate Similarity	0.7344	NPC265576
Intermediate Similarity	0.7337	NPC233936
Intermediate Similarity	0.7326	NPC204565
Intermediate Similarity	0.7326	NPC317030
Intermediate Similarity	0.731	NPC323927
Intermediate Similarity	0.7308	NPC472122
Intermediate Similarity	0.7308	NPC24594
Intermediate Similarity	0.7303	NPC85918
Intermediate Similarity	0.7301	NPC324611
Intermediate Similarity	0.7291	NPC281049
Intermediate Similarity	0.7288	NPC282231
Intermediate Similarity	0.7277	NPC133366
Intermediate Similarity	0.7273	NPC94752
Intermediate Similarity	0.7273	NPC474707
Intermediate Similarity	0.7268	NPC326575
Intermediate Similarity	0.7253	NPC189812
Intermediate Similarity	0.7253	NPC329688
Intermediate Similarity	0.7247	NPC194640
Intermediate Similarity	0.7238	NPC158129
Intermediate Similarity	0.7236	NPC478158
Intermediate Similarity	0.7232	NPC81229
Intermediate Similarity	0.7232	NPC255229
Intermediate Similarity	0.7232	NPC279918
Intermediate Similarity	0.7219	NPC15102
Intermediate Similarity	0.7209	NPC477974
Intermediate Similarity	0.7204	NPC19679
Intermediate Similarity	0.7189	NPC472105
Intermediate Similarity	0.7189	NPC187827
Intermediate Similarity	0.7186	NPC471312
Intermediate Similarity	0.7186	NPC314957
Intermediate Similarity	0.7181	NPC235684
Intermediate Similarity	0.7174	NPC68354
Intermediate Similarity	0.7172	NPC475288
Intermediate Similarity	0.7158	NPC3715
Intermediate Similarity	0.715	NPC162860
Intermediate Similarity	0.7143	NPC478157
Intermediate Similarity	0.7143	NPC470498
Intermediate Similarity	0.7143	NPC475506
Intermediate Similarity	0.7135	NPC248462
Intermediate Similarity	0.7135	NPC471323
Intermediate Similarity	0.7135	NPC213468
Intermediate Similarity	0.7126	NPC40070
Intermediate Similarity	0.7125	NPC46358
Intermediate Similarity	0.7121	NPC47059
Intermediate Similarity	0.7121	NPC264166
Intermediate Similarity	0.7121	NPC274291
Intermediate Similarity	0.7121	NPC165349
Intermediate Similarity	0.7121	NPC118832
Intermediate Similarity	0.7121	NPC329708
Intermediate Similarity	0.712	NPC134586
Intermediate Similarity	0.7112	NPC163055
Intermediate Similarity	0.7112	NPC48938
Intermediate Similarity	0.7112	NPC472109
Intermediate Similarity	0.7112	NPC472110
Intermediate Similarity	0.7107	NPC155143
Intermediate Similarity	0.7107	NPC328318
Intermediate Similarity	0.7107	NPC328596
Intermediate Similarity	0.7104	NPC34508
Intermediate Similarity	0.7104	NPC313791
Intermediate Similarity	0.7101	NPC104483
Intermediate Similarity	0.7095	NPC124542
Intermediate Similarity	0.7095	NPC59779
Intermediate Similarity	0.7095	NPC471177
Intermediate Similarity	0.7094	NPC475602
Intermediate Similarity	0.7094	NPC317752
Intermediate Similarity	0.7093	NPC314372
Intermediate Similarity	0.7081	NPC211997
Intermediate Similarity	0.7079	NPC230869
Intermediate Similarity	0.7077	NPC149708
Intermediate Similarity	0.7077	NPC473640
Intermediate Similarity	0.7072	NPC98187
Intermediate Similarity	0.7071	NPC98715
Intermediate Similarity	0.7065	NPC275305
Intermediate Similarity	0.7065	NPC37423
Intermediate Similarity	0.7065	NPC472586
Intermediate Similarity	0.7062	NPC285469
Intermediate Similarity	0.7062	NPC51054
Intermediate Similarity	0.7056	NPC300183
Intermediate Similarity	0.705	NPC473362
Intermediate Similarity	0.705	NPC225821
Intermediate Similarity	0.705	NPC166492
Intermediate Similarity	0.705	NPC54420
Intermediate Similarity	0.705	NPC46225
Intermediate Similarity	0.7044	NPC75634
Intermediate Similarity	0.7044	NPC318299
Intermediate Similarity	0.7043	NPC215795
Intermediate Similarity	0.7043	NPC176199
Intermediate Similarity	0.7043	NPC270009
Intermediate Similarity	0.7041	NPC100321
Intermediate Similarity	0.7041	NPC169433
Intermediate Similarity	0.7037	NPC280290
Intermediate Similarity	0.7029	NPC105818
Intermediate Similarity	0.7029	NPC24678
Intermediate Similarity	0.7024	NPC251936
Intermediate Similarity	0.7021	NPC472108
Intermediate Similarity	0.7021	NPC472444
Intermediate Similarity	0.7021	NPC139291
Intermediate Similarity	0.7019	NPC290094
Intermediate Similarity	0.7019	NPC471506
Intermediate Similarity	0.7017	NPC470508
Intermediate Similarity	0.7017	NPC471178
Intermediate Similarity	0.7016	NPC46413
Intermediate Similarity	0.7016	NPC321708
Intermediate Similarity	0.7016	NPC213629
Intermediate Similarity	0.7015	NPC127677
Intermediate Similarity	0.7015	NPC258062
Intermediate Similarity	0.7011	NPC470111
Intermediate Similarity	0.701	NPC195239
Intermediate Similarity	0.701	NPC157828
Intermediate Similarity	0.7006	NPC470507
Intermediate Similarity	0.7005	NPC15840
Intermediate Similarity	0.7005	NPC471997
Intermediate Similarity	0.7	NPC317373
Remote Similarity	0.6989	NPC248454
Remote Similarity	0.6984	NPC207851
Remote Similarity	0.6984	NPC284559
Remote Similarity	0.6977	NPC190296
Remote Similarity	0.6974	NPC11445
Remote Similarity	0.6963	NPC472323
Remote Similarity	0.6961	NPC102423
Remote Similarity	0.6952	NPC283219
Remote Similarity	0.6952	NPC126709
Remote Similarity	0.6952	NPC472443
Remote Similarity	0.6952	NPC248041
Remote Similarity	0.695	NPC470500
Remote Similarity	0.695	NPC327592
Remote Similarity	0.6946	NPC475422
Remote Similarity	0.694	NPC317430
Remote Similarity	0.694	NPC154293
Remote Similarity	0.6935	NPC267885
Remote Similarity	0.6934	NPC476492
Remote Similarity	0.6931	NPC469358
Remote Similarity	0.6931	NPC87755
Remote Similarity	0.6928	NPC69914
Remote Similarity	0.6919	NPC472123
Remote Similarity	0.6919	NPC469766
Remote Similarity	0.6919	NPC97525
Remote Similarity	0.6918	NPC91958
Remote Similarity	0.691	NPC207726
Remote Similarity	0.6909	NPC89490
Remote Similarity	0.6906	NPC16667
Remote Similarity	0.6904	NPC212213
Remote Similarity	0.6902	NPC314940
Remote Similarity	0.6902	NPC194411
Remote Similarity	0.6902	NPC473764

Drug Structure

NPD8122 OpenBabel08211713002D 63 64 0 0 1 0 0 0 0 0999 V2000 9.1603 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -10.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7942 -10.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 -0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.4282 -6.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.4282 -9.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.4282 -2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.4282 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -7.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -9.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -11.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -11.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.7583 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.7583 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.7583 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.7583 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.7583 -2.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -12.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.2583 -2.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.6244 -0.5000 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 37 1 0 0 0 0 4 38 1 0 0 0 0 5 38 1 0 0 0 0 6 38 1 0 0 0 0 7 50 1 0 0 0 0 8 51 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 12 13 2 0 0 0 0 12 16 1 0 0 0 0 13 21 1 0 0 0 0 14 25 2 0 0 0 0 15 25 1 0 0 0 0 16 28 2 0 0 0 0 17 19 1 0 0 0 0 17 26 2 0 0 0 0 18 20 2 0 0 0 0 18 26 1 0 0 0 0 19 27 2 0 0 0 0 20 27 1 0 0 0 0 21 39 2 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 23 44 1 0 0 0 0 24 44 1 0 0 0 0 27 28 1 0 0 0 0 28 39 1 0 0 0 0 29 22 1 6 0 0 0 29 30 1 0 0 0 0 29 40 1 0 0 0 0 30 24 1 1 0 0 0 30 45 1 0 0 0 0 31 33 1 6 0 0 0 31 37 1 0 0 0 0 31 41 1 0 0 0 0 32 34 1 6 0 0 0 32 38 1 0 0 0 0 32 42 1 0 0 0 0 33 40 2 3 0 0 0 33 46 1 0 0 0 0 34 43 2 3 0 0 0 34 47 1 0 0 0 0 35 41 2 3 0 0 0 35 48 1 0 0 0 0 35 50 1 0 0 0 0 36 42 2 3 0 0 0 36 49 1 0 0 0 0 36 51 1 0 0 0 0 43 44 1 0 0 0 0 45 57 1 0 0 0 0 46 58 1 0 0 0 0 47 59 1 0 0 0 0 48 60 1 0 0 0 0 49 61 1 0 0 0 0 52 56 1 0 0 0 0 52 62 1 0 0 0 0 53 56 1 0 0 0 0 53 63 1 0 0 0 0 54 56 2 0 0 0 0 55 56 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	704.39
ALogP	3.2036
MLogP	4.21
XLogP	8.845
HDA	13
HBD	5
Rotatable Bonds	31
TPSA	185.18
RO5 Violation	3