NPASS drugs

Drug Information

Drug ID:	NPD2529
Drug Name:	Olanzapine
Molecular Formula:	C17H20N4S
Canonical SMILES:	CN1CCN(CC1)C1=Nc2ccccc2Nc2c1cc(s2)C
Standard InCHI:	InChI=1S/C17H20N4S/c1-12-11-13-16(21-9-7-20(2)8-10-21)18-14-5-3-4-6-15(14)19-17(13)22-12/h3-6,11,19H,7-10H2,1-2H3
Standard InCHIKey:	KVWDHTXUZHCGIO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2529

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	886
0.1-0.2	10986
0.2-0.3	12943
0.3-0.4	3232
0.4-0.5	2183
0.5-0.6	619
0.6-0.7	41
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	0.6914	NPC321617
Remote Similarity	0.6688	NPC473417
Remote Similarity	0.6667	NPC320863
Remote Similarity	0.6548	NPC161108
Remote Similarity	0.6531	NPC288232
Remote Similarity	0.6454	NPC328877
Remote Similarity	0.6389	NPC164802
Remote Similarity	0.6386	NPC204141
Remote Similarity	0.6346	NPC476950
Remote Similarity	0.6335	NPC198988
Remote Similarity	0.6331	NPC148592
Remote Similarity	0.6316	NPC476297
Remote Similarity	0.6312	NPC291610
Remote Similarity	0.6303	NPC473868
Remote Similarity	0.6303	NPC88121
Remote Similarity	0.6303	NPC63157
Remote Similarity	0.6284	NPC296163
Remote Similarity	0.6282	NPC273714
Remote Similarity	0.6276	NPC302790
Remote Similarity	0.6242	NPC59084
Remote Similarity	0.6225	NPC313449
Remote Similarity	0.6225	NPC192209
Remote Similarity	0.6221	NPC476219
Remote Similarity	0.6196	NPC325252
Remote Similarity	0.6182	NPC88097
Remote Similarity	0.6175	NPC164228
Remote Similarity	0.6174	NPC314141
Remote Similarity	0.6169	NPC475915
Remote Similarity	0.6145	NPC115611
Remote Similarity	0.6145	NPC2949
Remote Similarity	0.6136	NPC470203
Remote Similarity	0.6118	NPC21605
Remote Similarity	0.6103	NPC469308
Remote Similarity	0.608	NPC470204
Remote Similarity	0.6067	NPC187036
Remote Similarity	0.6061	NPC125746
Remote Similarity	0.6049	NPC471322
Remote Similarity	0.6047	NPC40070
Remote Similarity	0.6042	NPC474430
Remote Similarity	0.6023	NPC114209
Remote Similarity	0.6	NPC470440
Remote Similarity	0.5986	NPC317642
Remote Similarity	0.5963	NPC287895
Remote Similarity	0.5951	NPC101165
Remote Similarity	0.5941	NPC147810
Remote Similarity	0.5938	NPC469949
Remote Similarity	0.5938	NPC476140
Remote Similarity	0.5932	NPC475990
Remote Similarity	0.5932	NPC221786
Remote Similarity	0.5932	NPC474880
Remote Similarity	0.593	NPC179787
Remote Similarity	0.593	NPC201380
Remote Similarity	0.5922	NPC247987
Remote Similarity	0.5922	NPC173344
Remote Similarity	0.5912	NPC27740
Remote Similarity	0.5904	NPC216159
Remote Similarity	0.5904	NPC218268
Remote Similarity	0.5899	NPC229173
Remote Similarity	0.5899	NPC122141
Remote Similarity	0.5896	NPC321911
Remote Similarity	0.5894	NPC149014
Remote Similarity	0.5893	NPC2823
Remote Similarity	0.589	NPC22079
Remote Similarity	0.5882	NPC20144
Remote Similarity	0.5876	NPC469897
Remote Similarity	0.5875	NPC252794
Remote Similarity	0.5875	NPC69277
Remote Similarity	0.5872	NPC63545
Remote Similarity	0.587	NPC317054
Remote Similarity	0.5864	NPC9856
Remote Similarity	0.5862	NPC33421
Remote Similarity	0.5858	NPC284635
Remote Similarity	0.5844	NPC313673
Remote Similarity	0.5839	NPC151779
Remote Similarity	0.5839	NPC145754
Remote Similarity	0.5838	NPC469811
Remote Similarity	0.5837	NPC77022
Remote Similarity	0.5829	NPC470823
Remote Similarity	0.5829	NPC470233
Remote Similarity	0.5823	NPC265605
Remote Similarity	0.5823	NPC48564
Remote Similarity	0.5823	NPC182570
Remote Similarity	0.5815	NPC314557
Remote Similarity	0.581	NPC216221
Remote Similarity	0.5799	NPC104483
Remote Similarity	0.5799	NPC110126
Remote Similarity	0.5799	NPC73767
Remote Similarity	0.5795	NPC200214
Remote Similarity	0.5795	NPC325903
Remote Similarity	0.5793	NPC282398
Remote Similarity	0.5786	NPC328683
Remote Similarity	0.5786	NPC283130
Remote Similarity	0.5786	NPC41174
Remote Similarity	0.5782	NPC469974
Remote Similarity	0.578	NPC143872
Remote Similarity	0.5779	NPC143156
Remote Similarity	0.5778	NPC225018
Remote Similarity	0.5776	NPC146373
Remote Similarity	0.5776	NPC166424
Remote Similarity	0.5776	NPC245244
Remote Similarity	0.5769	NPC264580
Remote Similarity	0.5769	NPC81561
Remote Similarity	0.5765	NPC469761
Remote Similarity	0.5765	NPC469784
Remote Similarity	0.5765	NPC469780
Remote Similarity	0.5765	NPC469767
Remote Similarity	0.5765	NPC469779
Remote Similarity	0.5765	NPC469768
Remote Similarity	0.5765	NPC469783
Remote Similarity	0.5758	NPC475450
Remote Similarity	0.5754	NPC474791
Remote Similarity	0.5753	NPC315715
Remote Similarity	0.5749	NPC325599
Remote Similarity	0.5746	NPC271797
Remote Similarity	0.5746	NPC21174
Remote Similarity	0.5743	NPC313362
Remote Similarity	0.5739	NPC216713
Remote Similarity	0.5737	NPC21429
Remote Similarity	0.5731	NPC469766
Remote Similarity	0.5721	NPC143325
Remote Similarity	0.5714	NPC307191
Remote Similarity	0.5707	NPC91895
Remote Similarity	0.5707	NPC474897
Remote Similarity	0.5707	NPC49051
Remote Similarity	0.5705	NPC148140
Remote Similarity	0.5698	NPC236711
Remote Similarity	0.5697	NPC476689
Remote Similarity	0.5697	NPC476687
Remote Similarity	0.5697	NPC476685
Remote Similarity	0.5697	NPC53044
Remote Similarity	0.5693	NPC229477
Remote Similarity	0.5689	NPC300299
Remote Similarity	0.5686	NPC66699
Remote Similarity	0.568	NPC314102
Remote Similarity	0.568	NPC251722
Remote Similarity	0.568	NPC84911
Remote Similarity	0.568	NPC105127
Remote Similarity	0.5676	NPC82331
Remote Similarity	0.5674	NPC120070
Remote Similarity	0.5668	NPC280852
Remote Similarity	0.5667	NPC56765
Remote Similarity	0.5667	NPC300238
Remote Similarity	0.5661	NPC16659
Remote Similarity	0.5659	NPC317105
Remote Similarity	0.5657	NPC470111
Remote Similarity	0.5657	NPC471957
Remote Similarity	0.5654	NPC108011
Remote Similarity	0.565	NPC117032
Remote Similarity	0.5644	NPC250361
Remote Similarity	0.5642	NPC476464
Remote Similarity	0.5641	NPC125416
Remote Similarity	0.5638	NPC248454
Remote Similarity	0.5637	NPC175916
Remote Similarity	0.5636	NPC473587
Remote Similarity	0.5621	NPC29886
Remote Similarity	0.5621	NPC261195
Remote Similarity	0.5621	NPC96102
Remote Similarity	0.5618	NPC232798
Remote Similarity	0.5618	NPC471132
Remote Similarity	0.5617	NPC476322
Remote Similarity	0.5608	NPC265710
Remote Similarity	0.5605	NPC476566
Remote Similarity	0.5604	NPC124636
Remote Similarity	0.5602	NPC471609
Remote Similarity	0.5602	NPC475428

Drug Structure

NPD2529 OpenBabel08211702172D 23 26 0 0 0 0 0 0 0 0999 V2000 1.6637 -0.6386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7702 4.5288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1037 3.5329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4829 2.6076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1127 3.6671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8712 1.8165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8819 3.0420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0384 4.5548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0085 2.5550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1650 4.0678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2024 1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3364 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5010 2.8761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8802 1.9508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2766 2.5809 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5411 3.1565 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3932 1.0774 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8968 4.0419 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.1500 3.0679 0.0000 N 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 -1.9688 0.2596 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 20 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 14 2 0 0 0 0 6 15 2 0 0 0 0 7 9 1 0 0 0 0 7 20 1 0 0 0 0 8 10 1 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 21 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 22 1 0 0 0 0 13 16 1 0 0 0 0 13 17 2 0 0 0 0 14 15 1 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 16 18 2 0 0 0 0 16 21 1 0 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001235; DAP000022
DrugBank	DB00334
ChEMBL	CHEMBL715
IUPHAR/BPS
PharmaGKB	PA450688
KEGG Drug	D00454
PubChem CID
ChEBI	7735
CAS Number	132539-06-1

Drug Properties

Molecular Weight	312.14
ALogP	0.295
MLogP	2.78
XLogP	3.451
HDA	4
HBD	1
Rotatable Bonds	3
TPSA	59.11
RO5 Violation	0