NPASS drugs

Drug Information

Drug ID:	NPD8123
Drug Name:	Atazanavir
Molecular Formula:	C38H52N6O7
Canonical SMILES:	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/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/h9-21,29-32,45H,22-24H2,1-8H3,(H,40,46)(H,41,48)(H,42,49)(H,43,47)/t29-,30-,31+,32+/m0/s1
Standard InCHIKey:	AXRYRYVKAWYZBR-GASGPIRDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8123

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

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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

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Drug Structure

NPD8123 OpenBabel08211713002D 56 58 0 0 1 0 0 0 0 0999 V2000 7.7942 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4282 -6.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -6.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6962 2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 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 9.5263 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -4.0000 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 3.4641 0.0000 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 2.5981 0.5000 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0622 -5.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 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 6.9282 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -8.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 3.0000 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 52 1 0 0 0 0 46 53 1 0 0 0 0 47 54 1 0 0 0 0 48 55 1 0 0 0 0 49 56 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000332; DAP000706
DrugBank	DB01072
ChEMBL	CHEMBL1163
IUPHAR/BPS
PharmaGKB	PA10251
KEGG Drug	D01276
PubChem CID	148192
ChEBI	37924
CAS Number	198904-31-3

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