NPASS drugs

Drug Information

Drug ID:	NPD5065
Drug Name:	Indoramin
Molecular Formula:	C22H25N3O
Canonical SMILES:	OC(=NC1CCN(CC1)CCc1c[nH]c2c1cccc2)c1ccccc1
Standard InCHI:	InChI=1S/C22H25N3O/c26-22(17-6-2-1-3-7-17)24-19-11-14-25(15-12-19)13-10-18-16-23-21-9-5-4-8-20(18)21/h1-9,16,19,23H,10-15H2,(H,24,26)
Standard InCHIKey:	JXZZEXZZKAWDSP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5065

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	366
0.1-0.2	2527
0.2-0.3	9953
0.3-0.4	12143
0.4-0.5	2773
0.5-0.6	1346
0.6-0.7	1003
0.7-0.8	656
0.8-0.85	85
0.85-0.9	37
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	0.9177	NPC131718
High Similarity	0.8944	NPC102423
High Similarity	0.8896	NPC63751
High Similarity	0.8861	NPC469760
High Similarity	0.8861	NPC469765
High Similarity	0.8861	NPC259644
High Similarity	0.8861	NPC469786
High Similarity	0.8861	NPC73952
High Similarity	0.8861	NPC25008
High Similarity	0.8861	NPC469763
High Similarity	0.8805	NPC70922
High Similarity	0.8805	NPC80597
High Similarity	0.8805	NPC75540
High Similarity	0.8805	NPC212376
High Similarity	0.8805	NPC211572
High Similarity	0.8758	NPC92796
High Similarity	0.8758	NPC135141
High Similarity	0.875	NPC469785
High Similarity	0.8736	NPC324149
High Similarity	0.8735	NPC313791
High Similarity	0.8734	NPC105818
High Similarity	0.8734	NPC24678
High Similarity	0.8718	NPC159856
High Similarity	0.8706	NPC48938
High Similarity	0.8696	NPC469762
High Similarity	0.8606	NPC474561
High Similarity	0.8606	NPC49954
High Similarity	0.8605	NPC15102
High Similarity	0.8599	NPC314372
High Similarity	0.8598	NPC311276
High Similarity	0.8589	NPC279918
High Similarity	0.858	NPC59269
High Similarity	0.8537	NPC282231
High Similarity	0.8528	NPC230869
High Similarity	0.8523	NPC99666
High Similarity	0.8516	NPC475070
High Similarity	0.8514	NPC95783
High Similarity	0.8503	NPC194411
Intermediate Similarity	0.8494	NPC160105
Intermediate Similarity	0.8471	NPC190296
Intermediate Similarity	0.8448	NPC171171
Intermediate Similarity	0.8443	NPC201700
Intermediate Similarity	0.8421	NPC176199
Intermediate Similarity	0.8421	NPC215795
Intermediate Similarity	0.8405	NPC141353
Intermediate Similarity	0.8389	NPC265576
Intermediate Similarity	0.8383	NPC54988
Intermediate Similarity	0.8382	NPC220765
Intermediate Similarity	0.8373	NPC194640
Intermediate Similarity	0.8363	NPC151939
Intermediate Similarity	0.8353	NPC275305
Intermediate Similarity	0.8353	NPC37423
Intermediate Similarity	0.8333	NPC317430
Intermediate Similarity	0.8333	NPC204717
Intermediate Similarity	0.8333	NPC77555
Intermediate Similarity	0.8304	NPC203754
Intermediate Similarity	0.8304	NPC150048
Intermediate Similarity	0.8303	NPC56765
Intermediate Similarity	0.8294	NPC314603
Intermediate Similarity	0.8286	NPC314002
Intermediate Similarity	0.8282	NPC325903
Intermediate Similarity	0.828	NPC110126
Intermediate Similarity	0.828	NPC73767
Intermediate Similarity	0.8269	NPC105127
Intermediate Similarity	0.8263	NPC40779
Intermediate Similarity	0.8256	NPC68354
Intermediate Similarity	0.8239	NPC94752
Intermediate Similarity	0.8229	NPC284678
Intermediate Similarity	0.8228	NPC469767
Intermediate Similarity	0.8228	NPC469768
Intermediate Similarity	0.8228	NPC469783
Intermediate Similarity	0.8228	NPC469761
Intermediate Similarity	0.8228	NPC469779
Intermediate Similarity	0.8228	NPC469784
Intermediate Similarity	0.8228	NPC469780
Intermediate Similarity	0.8218	NPC233936
Intermediate Similarity	0.8205	NPC96102
Intermediate Similarity	0.8199	NPC288838
Intermediate Similarity	0.8192	NPC46580
Intermediate Similarity	0.8176	NPC469766
Intermediate Similarity	0.8161	NPC300688
Intermediate Similarity	0.816	NPC53947
Intermediate Similarity	0.8153	NPC84911
Intermediate Similarity	0.815	NPC248454
Intermediate Similarity	0.815	NPC184964
Intermediate Similarity	0.8148	NPC469811
Intermediate Similarity	0.8148	NPC471957
Intermediate Similarity	0.814	NPC189812
Intermediate Similarity	0.814	NPC329688
Intermediate Similarity	0.8133	NPC129721
Intermediate Similarity	0.8125	NPC472294
Intermediate Similarity	0.8118	NPC470500
Intermediate Similarity	0.8118	NPC470505
Intermediate Similarity	0.811	NPC470233
Intermediate Similarity	0.8103	NPC213468
Intermediate Similarity	0.8098	NPC321911
Intermediate Similarity	0.8098	NPC37548
Intermediate Similarity	0.8089	NPC261195
Intermediate Similarity	0.8089	NPC29886
Intermediate Similarity	0.8086	NPC63545
Intermediate Similarity	0.8084	NPC206819
Intermediate Similarity	0.8084	NPC318065
Intermediate Similarity	0.8075	NPC475288
Intermediate Similarity	0.8059	NPC49217
Intermediate Similarity	0.8047	NPC317105
Intermediate Similarity	0.8047	NPC476118
Intermediate Similarity	0.8046	NPC96890
Intermediate Similarity	0.8045	NPC321708
Intermediate Similarity	0.8037	NPC179787
Intermediate Similarity	0.8037	NPC201380
Intermediate Similarity	0.8035	NPC203468
Intermediate Similarity	0.8035	NPC149155
Intermediate Similarity	0.8035	NPC110500
Intermediate Similarity	0.8024	NPC216643
Intermediate Similarity	0.8023	NPC470498
Intermediate Similarity	0.8012	NPC78020
Intermediate Similarity	0.8	NPC279081
Intermediate Similarity	0.8	NPC216713
Intermediate Similarity	0.8	NPC205254
Intermediate Similarity	0.8	NPC303820
Intermediate Similarity	0.8	NPC5145
Intermediate Similarity	0.8	NPC23420
Intermediate Similarity	0.8	NPC106771
Intermediate Similarity	0.7989	NPC278434
Intermediate Similarity	0.7989	NPC267885
Intermediate Similarity	0.7989	NPC192315
Intermediate Similarity	0.7989	NPC131887
Intermediate Similarity	0.7978	NPC242209
Intermediate Similarity	0.7977	NPC34508
Intermediate Similarity	0.7977	NPC472123
Intermediate Similarity	0.7976	NPC41257
Intermediate Similarity	0.7966	NPC19679
Intermediate Similarity	0.7966	NPC163055
Intermediate Similarity	0.7964	NPC285469
Intermediate Similarity	0.7957	NPC475935
Intermediate Similarity	0.7957	NPC52909
Intermediate Similarity	0.7957	NPC94211
Intermediate Similarity	0.7952	NPC200214
Intermediate Similarity	0.795	NPC473868
Intermediate Similarity	0.795	NPC63157
Intermediate Similarity	0.7949	NPC82295
Intermediate Similarity	0.7946	NPC476167
Intermediate Similarity	0.7943	NPC111275
Intermediate Similarity	0.7938	NPC476041
Intermediate Similarity	0.7938	NPC304926
Intermediate Similarity	0.7937	NPC473362
Intermediate Similarity	0.7937	NPC88097
Intermediate Similarity	0.7937	NPC166492
Intermediate Similarity	0.7935	NPC156704
Intermediate Similarity	0.7933	NPC474707
Intermediate Similarity	0.7929	NPC44773
Intermediate Similarity	0.7929	NPC215584
Intermediate Similarity	0.7925	NPC314102
Intermediate Similarity	0.7925	NPC251722
Intermediate Similarity	0.7923	NPC133366
Intermediate Similarity	0.7921	NPC228835
Intermediate Similarity	0.7917	NPC286427
Intermediate Similarity	0.791	NPC71037
Intermediate Similarity	0.7904	NPC38736
Intermediate Similarity	0.7904	NPC470507
Intermediate Similarity	0.7898	NPC248041
Intermediate Similarity	0.7898	NPC283219
Intermediate Similarity	0.7898	NPC126709
Intermediate Similarity	0.7889	NPC317030
Intermediate Similarity	0.7889	NPC204565
Intermediate Similarity	0.7888	NPC230002
Intermediate Similarity	0.7888	NPC59084
Intermediate Similarity	0.7882	NPC124542
Intermediate Similarity	0.7882	NPC59779
Intermediate Similarity	0.7882	NPC470203
Intermediate Similarity	0.7882	NPC471177
Intermediate Similarity	0.7879	NPC187951
Intermediate Similarity	0.7877	NPC280290
Intermediate Similarity	0.7869	NPC106937
Intermediate Similarity	0.7869	NPC307963
Intermediate Similarity	0.7869	NPC474177
Intermediate Similarity	0.7866	NPC143872
Intermediate Similarity	0.7862	NPC325252
Intermediate Similarity	0.7861	NPC300183
Intermediate Similarity	0.7857	NPC92111
Intermediate Similarity	0.7853	NPC242556
Intermediate Similarity	0.7845	NPC65215
Intermediate Similarity	0.7845	NPC213629
Intermediate Similarity	0.7845	NPC173028
Intermediate Similarity	0.7841	NPC14113
Intermediate Similarity	0.7841	NPC145885
Intermediate Similarity	0.7841	NPC84827
Intermediate Similarity	0.7838	NPC227582
Intermediate Similarity	0.7836	NPC90723
Intermediate Similarity	0.7833	NPC235684
Intermediate Similarity	0.7833	NPC62749
Intermediate Similarity	0.7831	NPC285558
Intermediate Similarity	0.7831	NPC40070
Intermediate Similarity	0.7824	NPC122141
Intermediate Similarity	0.7824	NPC470204
Intermediate Similarity	0.7819	NPC193761
Intermediate Similarity	0.7818	NPC21605
Intermediate Similarity	0.7816	NPC158129
Intermediate Similarity	0.7814	NPC477166
Intermediate Similarity	0.7814	NPC304187

Drug Structure

NPD5065 OpenBabel08211706322D 28 31 0 0 0 0 0 0 0 0999 V2000 6.4282 1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4282 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 1.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9563 -0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6473 0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 -0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6962 1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2872 -1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -1.5388 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 4.6962 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8301 -0.0388 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 3.8301 -1.0388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -2.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 0.4612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 1.4612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 20 2 0 0 0 0 9 21 2 0 0 0 0 10 13 1 0 0 0 0 10 18 1 0 0 0 0 11 14 1 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 12 19 1 0 0 0 0 13 25 1 0 0 0 0 14 25 1 0 0 0 0 15 25 1 0 0 0 0 16 18 2 0 0 0 0 16 23 1 0 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 19 24 1 0 0 0 0 20 21 1 0 0 0 0 21 23 1 0 0 0 0 22 24 2 3 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003773
DrugBank	DB08950
ChEMBL	CHEMBL279516
IUPHAR/BPS	501
PharmaGKB
KEGG Drug	D04531
PubChem CID	33625
ChEBI	135470
CAS Number	26844-12-2

Drug Properties

Molecular Weight	347.20
ALogP	-0.9369
MLogP	3.44
XLogP	5.623
HDA	4
HBD	2
Rotatable Bonds	6
TPSA	51.62
RO5 Violation	1