NPASS drugs

Drug Information

Drug ID:	NPD2528
Drug Name:	olanzapine
Molecular Formula:	C17H20N4S
Canonical SMILES:	CN1CCN(CC1)C1=c2cc(sc2=Nc2c(N1)cccc2)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/h3-6,11,18H,7-10H2,1-2H3
Standard InCHIKey:	WXPNDRBBWZMPQG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2528

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	1076
0.1-0.2	10889
0.2-0.3	12940
0.3-0.4	3223
0.4-0.5	2146
0.5-0.6	572
0.6-0.7	44
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	0.6859	NPC320863
Remote Similarity	0.6667	NPC328877
Remote Similarity	0.6585	NPC476297
Remote Similarity	0.6556	NPC473417
Remote Similarity	0.6485	NPC476219
Remote Similarity	0.6481	NPC321617
Remote Similarity	0.6467	NPC273714
Remote Similarity	0.6424	NPC161108
Remote Similarity	0.6418	NPC317642
Remote Similarity	0.6364	NPC296163
Remote Similarity	0.6358	NPC252794
Remote Similarity	0.6316	NPC145754
Remote Similarity	0.6316	NPC476950
Remote Similarity	0.6306	NPC198988
Remote Similarity	0.6301	NPC192209
Remote Similarity	0.6301	NPC313449
Remote Similarity	0.6277	NPC291610
Remote Similarity	0.6273	NPC88121
Remote Similarity	0.6258	NPC204141
Remote Similarity	0.625	NPC314141
Remote Similarity	0.6242	NPC475915
Remote Similarity	0.6241	NPC302790
Remote Similarity	0.6205	NPC148592
Remote Similarity	0.6173	NPC63157
Remote Similarity	0.6173	NPC473868
Remote Similarity	0.6164	NPC325252
Remote Similarity	0.6149	NPC88097
Remote Similarity	0.6138	NPC187036
Remote Similarity	0.6129	NPC287895
Remote Similarity	0.6111	NPC59084
Remote Similarity	0.6111	NPC2949
Remote Similarity	0.6104	NPC469949
Remote Similarity	0.6062	NPC216159
Remote Similarity	0.6054	NPC288232
Remote Similarity	0.6051	NPC476685
Remote Similarity	0.6051	NPC476689
Remote Similarity	0.6051	NPC476687
Remote Similarity	0.6045	NPC314557
Remote Similarity	0.6039	NPC69277
Remote Similarity	0.6014	NPC125416
Remote Similarity	0.6012	NPC470203
Remote Similarity	0.6012	NPC115611
Remote Similarity	0.6	NPC151779
Remote Similarity	0.6	NPC476140
Remote Similarity	0.599	NPC469308
Remote Similarity	0.5988	NPC21605
Remote Similarity	0.5988	NPC114209
Remote Similarity	0.5978	NPC315715
Remote Similarity	0.5976	NPC117032
Remote Similarity	0.5967	NPC164228
Remote Similarity	0.5964	NPC470440
Remote Similarity	0.5954	NPC470204
Remote Similarity	0.5946	NPC143156
Remote Similarity	0.5926	NPC125746
Remote Similarity	0.5924	NPC9856
Remote Similarity	0.5917	NPC40070
Remote Similarity	0.5915	NPC313362
Remote Similarity	0.5896	NPC221786
Remote Similarity	0.5896	NPC474880
Remote Similarity	0.5896	NPC475990
Remote Similarity	0.5893	NPC201380
Remote Similarity	0.5893	NPC109787
Remote Similarity	0.5893	NPC179787
Remote Similarity	0.5887	NPC474430
Remote Similarity	0.5882	NPC470823
Remote Similarity	0.5878	NPC229477
Remote Similarity	0.5864	NPC218268
Remote Similarity	0.5862	NPC229173
Remote Similarity	0.5858	NPC321911
Remote Similarity	0.5849	NPC22079
Remote Similarity	0.5846	NPC134825
Remote Similarity	0.5843	NPC20144
Remote Similarity	0.5838	NPC469897
Remote Similarity	0.5833	NPC63545
Remote Similarity	0.5828	NPC264580
Remote Similarity	0.5824	NPC33421
Remote Similarity	0.5802	NPC325599
Remote Similarity	0.58	NPC313673
Remote Similarity	0.5799	NPC469811
Remote Similarity	0.5795	NPC247987
Remote Similarity	0.5793	NPC164802
Remote Similarity	0.5789	NPC216713
Remote Similarity	0.5789	NPC470233
Remote Similarity	0.5771	NPC122141
Remote Similarity	0.5769	NPC27740
Remote Similarity	0.5763	NPC195507
Remote Similarity	0.5763	NPC2165
Remote Similarity	0.5758	NPC73767
Remote Similarity	0.5758	NPC104483
Remote Similarity	0.5756	NPC325903
Remote Similarity	0.575	NPC53044
Remote Similarity	0.575	NPC147810
Remote Similarity	0.575	NPC282398
Remote Similarity	0.5749	NPC42483
Remote Similarity	0.5746	NPC317054
Remote Similarity	0.5742	NPC41174
Remote Similarity	0.5735	NPC173344
Remote Similarity	0.5724	NPC81561
Remote Similarity	0.5723	NPC469761
Remote Similarity	0.5723	NPC469779
Remote Similarity	0.5723	NPC469767
Remote Similarity	0.5723	NPC469784
Remote Similarity	0.5723	NPC469768
Remote Similarity	0.5723	NPC284635
Remote Similarity	0.5723	NPC469780
Remote Similarity	0.5723	NPC469783
Remote Similarity	0.5714	NPC474791
Remote Similarity	0.5714	NPC300238
Remote Similarity	0.5714	NPC276085
Remote Similarity	0.5714	NPC475450
Remote Similarity	0.5707	NPC149014
Remote Similarity	0.5706	NPC21174
Remote Similarity	0.5706	NPC471957
Remote Similarity	0.5706	NPC271797
Remote Similarity	0.5689	NPC469766
Remote Similarity	0.5685	NPC143325
Remote Similarity	0.5682	NPC68650
Remote Similarity	0.5677	NPC182570
Remote Similarity	0.5677	NPC265605
Remote Similarity	0.5677	NPC48564
Remote Similarity	0.5667	NPC91895
Remote Similarity	0.5667	NPC474897
Remote Similarity	0.5665	NPC200214
Remote Similarity	0.5663	NPC110126
Remote Similarity	0.5658	NPC148140
Remote Similarity	0.5657	NPC236711
Remote Similarity	0.5652	NPC77022
Remote Similarity	0.565	NPC225018
Remote Similarity	0.5647	NPC143872
Remote Similarity	0.5645	NPC471609
Remote Similarity	0.5638	NPC141612
Remote Similarity	0.5638	NPC17273
Remote Similarity	0.5638	NPC135601
Remote Similarity	0.5636	NPC314102
Remote Similarity	0.5636	NPC251722
Remote Similarity	0.5636	NPC84911
Remote Similarity	0.5633	NPC146373
Remote Similarity	0.5633	NPC245244
Remote Similarity	0.5633	NPC166424
Remote Similarity	0.5632	NPC120070
Remote Similarity	0.5628	NPC280852
Remote Similarity	0.5625	NPC56765
Remote Similarity	0.5625	NPC216221
Remote Similarity	0.5614	NPC470111
Remote Similarity	0.561	NPC471123

Drug Structure

NPD2528 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 -0.3773 4.1430 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 2 0 0 0 0 13 17 1 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 1 0 0 0 0 16 21 1 0 0 0 0 17 19 2 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000022
DrugBank
ChEMBL
IUPHAR/BPS	47
PharmaGKB
KEGG Drug
PubChem CID	4585
ChEBI
CAS Number

Drug Properties

Molecular Weight	312.14
ALogP	1.101
MLogP	2.78
XLogP	3.514
HDA	4
HBD	1
Rotatable Bonds	3
TPSA	59.11
RO5 Violation	0