NPASS drugs

Drug Information

Drug ID:	NPD3654
Drug Name:	Iprindole
Molecular Formula:	C19H28N2
Canonical SMILES:	CN(CCCn1c2CCCCCCc2c2c1cccc2)C
Standard InCHI:	InChI=1S/C19H28N2/c1-20(2)14-9-15-21-18-12-6-4-3-5-10-16(18)17-11-7-8-13-19(17)21/h7-8,11,13H,3-6,9-10,12,14-15H2,1-2H3
Standard InCHIKey:	PLIGPBGDXASWPX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3654

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	608
0.1-0.2	6139
0.2-0.3	14103
0.3-0.4	5856
0.4-0.5	1778
0.5-0.6	1418
0.6-0.7	653
0.7-0.8	268
0.8-0.85	48
0.85-0.9	18
0.9-0.95	1
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
High Similarity	0.9015	NPC150259
High Similarity	0.8881	NPC104483
High Similarity	0.8815	NPC59084
High Similarity	0.8686	NPC20144
High Similarity	0.8613	NPC63157
High Similarity	0.8613	NPC473868
High Similarity	0.8603	NPC73767
High Similarity	0.8603	NPC110126
High Similarity	0.8582	NPC198988
High Similarity	0.8561	NPC22079
High Similarity	0.856	NPC81561
High Similarity	0.854	NPC469767
High Similarity	0.854	NPC469783
High Similarity	0.854	NPC2949
High Similarity	0.854	NPC469780
High Similarity	0.854	NPC469779
High Similarity	0.854	NPC469784
High Similarity	0.854	NPC469768
High Similarity	0.854	NPC469761
Intermediate Similarity	0.848	NPC476566
Intermediate Similarity	0.848	NPC148140
Intermediate Similarity	0.8478	NPC469766
Intermediate Similarity	0.8456	NPC105127
Intermediate Similarity	0.8456	NPC314102
Intermediate Similarity	0.8456	NPC84911
Intermediate Similarity	0.8456	NPC251722
Intermediate Similarity	0.8451	NPC40070
Intermediate Similarity	0.8382	NPC261195
Intermediate Similarity	0.8382	NPC325252
Intermediate Similarity	0.8382	NPC218268
Intermediate Similarity	0.8382	NPC96102
Intermediate Similarity	0.8382	NPC29886
Intermediate Similarity	0.8372	NPC41174
Intermediate Similarity	0.8358	NPC475450
Intermediate Similarity	0.8333	NPC88097
Intermediate Similarity	0.831	NPC21605
Intermediate Similarity	0.8276	NPC476219
Intermediate Similarity	0.8276	NPC476297
Intermediate Similarity	0.8258	NPC250361
Intermediate Similarity	0.8217	NPC215519
Intermediate Similarity	0.8209	NPC473587
Intermediate Similarity	0.8203	NPC54102
Intermediate Similarity	0.8203	NPC162689
Intermediate Similarity	0.8169	NPC314372
Intermediate Similarity	0.8169	NPC285731
Intermediate Similarity	0.8168	NPC46358
Intermediate Similarity	0.8156	NPC190296
Intermediate Similarity	0.8148	NPC475428
Intermediate Similarity	0.8143	NPC115611
Intermediate Similarity	0.8143	NPC279081
Intermediate Similarity	0.8134	NPC473762
Intermediate Similarity	0.8106	NPC122718
Intermediate Similarity	0.8088	NPC82295
Intermediate Similarity	0.8088	NPC179365
Intermediate Similarity	0.8069	NPC105818
Intermediate Similarity	0.8069	NPC53947
Intermediate Similarity	0.8069	NPC24678
Intermediate Similarity	0.8069	NPC33421
Intermediate Similarity	0.8056	NPC470111
Intermediate Similarity	0.8042	NPC470440
Intermediate Similarity	0.8029	NPC473930
Intermediate Similarity	0.8015	NPC48564
Intermediate Similarity	0.8015	NPC265605
Intermediate Similarity	0.8015	NPC182570
Intermediate Similarity	0.8014	NPC238499
Intermediate Similarity	0.8014	NPC230002
Intermediate Similarity	0.8	NPC2272
Intermediate Similarity	0.7986	NPC288838
Intermediate Similarity	0.7973	NPC51054
Intermediate Similarity	0.7959	NPC200214
Intermediate Similarity	0.7959	NPC469763
Intermediate Similarity	0.7959	NPC469765
Intermediate Similarity	0.7959	NPC73952
Intermediate Similarity	0.7959	NPC25008
Intermediate Similarity	0.7959	NPC469786
Intermediate Similarity	0.7959	NPC259644
Intermediate Similarity	0.7959	NPC469760
Intermediate Similarity	0.7933	NPC81229
Intermediate Similarity	0.7933	NPC255229
Intermediate Similarity	0.7931	NPC179787
Intermediate Similarity	0.7931	NPC201380
Intermediate Similarity	0.7931	NPC471957
Intermediate Similarity	0.7929	NPC125746
Intermediate Similarity	0.7919	NPC129721
Intermediate Similarity	0.7917	NPC204141
Intermediate Similarity	0.7917	NPC159856
Intermediate Similarity	0.7905	NPC80597
Intermediate Similarity	0.7905	NPC212376
Intermediate Similarity	0.7905	NPC75540
Intermediate Similarity	0.7905	NPC70922
Intermediate Similarity	0.7905	NPC211572
Intermediate Similarity	0.7895	NPC195507
Intermediate Similarity	0.7895	NPC2165
Intermediate Similarity	0.7891	NPC470233
Intermediate Similarity	0.7877	NPC321911
Intermediate Similarity	0.7877	NPC37548
Intermediate Similarity	0.7867	NPC318065
Intermediate Similarity	0.7867	NPC206819
Intermediate Similarity	0.7867	NPC56765
Intermediate Similarity	0.7862	NPC63545
Intermediate Similarity	0.7862	NPC143872
Intermediate Similarity	0.7847	NPC242556
Intermediate Similarity	0.7846	NPC297486
Intermediate Similarity	0.7846	NPC240136
Intermediate Similarity	0.7846	NPC471402
Intermediate Similarity	0.7838	NPC281094
Intermediate Similarity	0.7829	NPC478182
Intermediate Similarity	0.7829	NPC90723
Intermediate Similarity	0.7808	NPC469811
Intermediate Similarity	0.78	NPC286427
Intermediate Similarity	0.7793	NPC469525
Intermediate Similarity	0.7786	NPC91958
Intermediate Similarity	0.7785	NPC34844
Intermediate Similarity	0.777	NPC470823
Intermediate Similarity	0.7763	NPC194881
Intermediate Similarity	0.7755	NPC187951
Intermediate Similarity	0.7748	NPC475990
Intermediate Similarity	0.7748	NPC221786
Intermediate Similarity	0.7748	NPC6436
Intermediate Similarity	0.7748	NPC41257
Intermediate Similarity	0.7748	NPC474880
Intermediate Similarity	0.7748	NPC477591
Intermediate Similarity	0.7746	NPC169433
Intermediate Similarity	0.774	NPC478186
Intermediate Similarity	0.7733	NPC469785
Intermediate Similarity	0.7721	NPC476140
Intermediate Similarity	0.7718	NPC141926
Intermediate Similarity	0.7718	NPC325903
Intermediate Similarity	0.7708	NPC277157
Intermediate Similarity	0.7703	NPC148592
Intermediate Similarity	0.7697	NPC229173
Intermediate Similarity	0.7692	NPC312092
Intermediate Similarity	0.7692	NPC316811
Intermediate Similarity	0.7692	NPC315348
Intermediate Similarity	0.7692	NPC32002
Intermediate Similarity	0.7687	NPC477134
Intermediate Similarity	0.7682	NPC469762
Intermediate Similarity	0.7682	NPC216643
Intermediate Similarity	0.7667	NPC38736
Intermediate Similarity	0.7667	NPC470507
Intermediate Similarity	0.7651	NPC216713
Intermediate Similarity	0.7639	NPC284635
Intermediate Similarity	0.7635	NPC124005
Intermediate Similarity	0.7632	NPC293487
Intermediate Similarity	0.7632	NPC92796
Intermediate Similarity	0.7632	NPC135141
Intermediate Similarity	0.7616	NPC285469
Intermediate Similarity	0.76	NPC200743
Intermediate Similarity	0.7597	NPC271797
Intermediate Similarity	0.7597	NPC311276
Intermediate Similarity	0.7597	NPC478184
Intermediate Similarity	0.7597	NPC21174
Intermediate Similarity	0.7582	NPC215584
Intermediate Similarity	0.7582	NPC44773
Intermediate Similarity	0.7574	NPC27740
Intermediate Similarity	0.7574	NPC476322
Intermediate Similarity	0.7566	NPC236711
Intermediate Similarity	0.7551	NPC86288
Intermediate Similarity	0.7532	NPC470203
Intermediate Similarity	0.7519	NPC143603
Intermediate Similarity	0.7516	NPC194411
Intermediate Similarity	0.75	NPC474561
Intermediate Similarity	0.75	NPC129042
Intermediate Similarity	0.75	NPC192209
Intermediate Similarity	0.75	NPC476464
Intermediate Similarity	0.75	NPC290094
Intermediate Similarity	0.75	NPC282398
Intermediate Similarity	0.75	NPC49954
Intermediate Similarity	0.75	NPC478183
Intermediate Similarity	0.75	NPC160105
Intermediate Similarity	0.7484	NPC317105
Intermediate Similarity	0.7484	NPC40779
Intermediate Similarity	0.7468	NPC158129
Intermediate Similarity	0.7468	NPC470204
Intermediate Similarity	0.7468	NPC82331
Intermediate Similarity	0.7462	NPC187036
Intermediate Similarity	0.7438	NPC121903
Intermediate Similarity	0.7438	NPC472122
Intermediate Similarity	0.7438	NPC24594
Intermediate Similarity	0.7434	NPC207726
Intermediate Similarity	0.7434	NPC471458
Intermediate Similarity	0.7426	NPC329825
Intermediate Similarity	0.7419	NPC282231
Intermediate Similarity	0.7419	NPC16667
Intermediate Similarity	0.7419	NPC478185
Intermediate Similarity	0.7405	NPC91895
Intermediate Similarity	0.7405	NPC65080
Intermediate Similarity	0.7405	NPC474897
Intermediate Similarity	0.7391	NPC234987
Intermediate Similarity	0.7391	NPC326575
Intermediate Similarity	0.7389	NPC114637
Intermediate Similarity	0.7389	NPC49217
Intermediate Similarity	0.7389	NPC109447
Intermediate Similarity	0.7389	NPC56233
Intermediate Similarity	0.7386	NPC184476
Intermediate Similarity	0.7383	NPC316069
Intermediate Similarity	0.7376	NPC69914
Intermediate Similarity	0.7375	NPC329688
Intermediate Similarity	0.7375	NPC189812
Intermediate Similarity	0.7375	NPC37423

Drug Structure

NPD3654 OpenBabel08211703112D 21 23 0 0 0 0 0 0 0 0999 V2000 0.0511 2.6453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2361 3.8042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3653 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3653 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6582 -2.0161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6582 0.3981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -2.6361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9890 -1.8271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6582 -2.0161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 -2.5316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6582 0.3981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5823 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5962 2.1100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9271 2.8532 0.0000 N 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 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 10 1 0 0 0 0 6 12 1 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 17 2 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 17 1 0 0 0 0 16 18 2 0 0 0 0 17 19 1 0 0 0 0 18 21 1 0 0 0 0 19 21 1 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	284.23
ALogP	-0.8678
MLogP	3.33
XLogP	5.234
HDA	2
HBD	0
Rotatable Bonds	6
TPSA	8.17
RO5 Violation	1