NPASS drugs

Drug Information

Drug ID:	NPD5069
Drug Name:
Molecular Formula:	C22H25N3O3
Canonical SMILES:	OCCN(Cc1ccc(cc1)/C=C/C(=NO)O)CCc1c[nH]c2c1cccc2
Standard InCHI:	InChI=1S/C22H25N3O3/c26-14-13-25(12-11-19-15-23-21-4-2-1-3-20(19)21)16-18-7-5-17(6-8-18)9-10-22(27)24-28/h1-10,15,23,26,28H,11-14,16H2,(H,24,27)/b10-9+
Standard InCHIKey:	BWDQBBCUWLSASG-MDZDMXLPSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5069

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	297
0.1-0.2	2755
0.2-0.3	12341
0.3-0.4	10677
0.4-0.5	2155
0.5-0.6	1184
0.6-0.7	978
0.7-0.8	400
0.8-0.85	89
0.85-0.9	14
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
High Similarity	0.8981	NPC135141
High Similarity	0.8981	NPC92796
High Similarity	0.8961	NPC105818
High Similarity	0.8961	NPC24678
High Similarity	0.8947	NPC159856
High Similarity	0.8797	NPC469762
High Similarity	0.8735	NPC176199
High Similarity	0.8735	NPC215795
High Similarity	0.8734	NPC469785
High Similarity	0.8701	NPC314372
High Similarity	0.8693	NPC190296
High Similarity	0.8659	NPC470498
High Similarity	0.8563	NPC68354
High Similarity	0.8537	NPC63751
Intermediate Similarity	0.8497	NPC73767
Intermediate Similarity	0.8494	NPC313791
Intermediate Similarity	0.8491	NPC469765
Intermediate Similarity	0.8491	NPC25008
Intermediate Similarity	0.8491	NPC469786
Intermediate Similarity	0.8491	NPC259644
Intermediate Similarity	0.8491	NPC469763
Intermediate Similarity	0.8491	NPC73952
Intermediate Similarity	0.8491	NPC469760
Intermediate Similarity	0.8476	NPC54988
Intermediate Similarity	0.8476	NPC49217
Intermediate Similarity	0.8466	NPC102423
Intermediate Similarity	0.8466	NPC40779
Intermediate Similarity	0.8466	NPC311276
Intermediate Similarity	0.8443	NPC37423
Intermediate Similarity	0.8443	NPC275305
Intermediate Similarity	0.8442	NPC469779
Intermediate Similarity	0.8442	NPC469767
Intermediate Similarity	0.8442	NPC469780
Intermediate Similarity	0.8442	NPC469768
Intermediate Similarity	0.8442	NPC469783
Intermediate Similarity	0.8442	NPC469761
Intermediate Similarity	0.8442	NPC469784
Intermediate Similarity	0.8438	NPC212376
Intermediate Similarity	0.8438	NPC211572
Intermediate Similarity	0.8438	NPC70922
Intermediate Similarity	0.8438	NPC80597
Intermediate Similarity	0.8438	NPC75540
Intermediate Similarity	0.8438	NPC470507
Intermediate Similarity	0.8424	NPC201700
Intermediate Similarity	0.8421	NPC96102
Intermediate Similarity	0.8408	NPC288838
Intermediate Similarity	0.8387	NPC469766
Intermediate Similarity	0.8377	NPC110126
Intermediate Similarity	0.8366	NPC105127
Intermediate Similarity	0.8366	NPC84911
Intermediate Similarity	0.8365	NPC53947
Intermediate Similarity	0.8364	NPC49954
Intermediate Similarity	0.8364	NPC474561
Intermediate Similarity	0.8354	NPC471957
Intermediate Similarity	0.8344	NPC131718
Intermediate Similarity	0.8344	NPC279918
Intermediate Similarity	0.8304	NPC233936
Intermediate Similarity	0.8302	NPC37548
Intermediate Similarity	0.8301	NPC29886
Intermediate Similarity	0.8301	NPC261195
Intermediate Similarity	0.8293	NPC282231
Intermediate Similarity	0.8282	NPC230869
Intermediate Similarity	0.828	NPC242556
Intermediate Similarity	0.8263	NPC194411
Intermediate Similarity	0.8256	NPC48938
Intermediate Similarity	0.8253	NPC160105
Intermediate Similarity	0.8235	NPC59269
Intermediate Similarity	0.8235	NPC151939
Intermediate Similarity	0.8205	NPC279081
Intermediate Similarity	0.8199	NPC216713
Intermediate Similarity	0.8171	NPC206819
Intermediate Similarity	0.8171	NPC318065
Intermediate Similarity	0.8171	NPC56765
Intermediate Similarity	0.8158	NPC82295
Intermediate Similarity	0.815	NPC163055
Intermediate Similarity	0.8148	NPC200214
Intermediate Similarity	0.8148	NPC325903
Intermediate Similarity	0.814	NPC300688
Intermediate Similarity	0.8133	NPC194640
Intermediate Similarity	0.8125	NPC469811
Intermediate Similarity	0.8114	NPC94752
Intermediate Similarity	0.811	NPC286427
Intermediate Similarity	0.811	NPC216643
Intermediate Similarity	0.8098	NPC38736
Intermediate Similarity	0.8089	NPC230002
Intermediate Similarity	0.8081	NPC11126
Intermediate Similarity	0.8075	NPC187951
Intermediate Similarity	0.8075	NPC124005
Intermediate Similarity	0.8075	NPC321911
Intermediate Similarity	0.8063	NPC63545
Intermediate Similarity	0.8063	NPC143872
Intermediate Similarity	0.8061	NPC41257
Intermediate Similarity	0.8059	NPC314603
Intermediate Similarity	0.8024	NPC90723
Intermediate Similarity	0.8023	NPC248454
Intermediate Similarity	0.8012	NPC44773
Intermediate Similarity	0.8012	NPC201380
Intermediate Similarity	0.8012	NPC215584
Intermediate Similarity	0.8012	NPC179787
Intermediate Similarity	0.8011	NPC474707
Intermediate Similarity	0.8	NPC133366
Intermediate Similarity	0.8	NPC228835
Intermediate Similarity	0.8	NPC236711
Intermediate Similarity	0.7988	NPC471458
Intermediate Similarity	0.7978	NPC95783
Intermediate Similarity	0.7975	NPC470233
Intermediate Similarity	0.7966	NPC204565
Intermediate Similarity	0.7966	NPC317030
Intermediate Similarity	0.7955	NPC15102
Intermediate Similarity	0.7955	NPC280290
Intermediate Similarity	0.7944	NPC474177
Intermediate Similarity	0.7939	NPC51054
Intermediate Similarity	0.7922	NPC256893
Intermediate Similarity	0.7921	NPC65215
Intermediate Similarity	0.7921	NPC173028
Intermediate Similarity	0.7912	NPC229332
Intermediate Similarity	0.7901	NPC294693
Intermediate Similarity	0.7892	NPC299594
Intermediate Similarity	0.7889	NPC99666
Intermediate Similarity	0.7874	NPC213468
Intermediate Similarity	0.7865	NPC17059
Intermediate Similarity	0.7857	NPC470203
Intermediate Similarity	0.7849	NPC34508
Intermediate Similarity	0.784	NPC129042
Intermediate Similarity	0.7838	NPC300183
Intermediate Similarity	0.7831	NPC141353
Intermediate Similarity	0.7831	NPC184476
Intermediate Similarity	0.7829	NPC250361
Intermediate Similarity	0.7821	NPC321708
Intermediate Similarity	0.7816	NPC84827
Intermediate Similarity	0.7816	NPC14113
Intermediate Similarity	0.7816	NPC145885
Intermediate Similarity	0.7811	NPC317105
Intermediate Similarity	0.7811	NPC472587
Intermediate Similarity	0.7806	NPC475450
Intermediate Similarity	0.7803	NPC110500
Intermediate Similarity	0.7803	NPC149155
Intermediate Similarity	0.7803	NPC203468
Intermediate Similarity	0.7798	NPC473320
Intermediate Similarity	0.7798	NPC470204
Intermediate Similarity	0.7797	NPC165495
Intermediate Similarity	0.7797	NPC284678
Intermediate Similarity	0.7791	NPC470111
Intermediate Similarity	0.779	NPC304187
Intermediate Similarity	0.779	NPC477166
Intermediate Similarity	0.7785	NPC314102
Intermediate Similarity	0.7785	NPC251722
Intermediate Similarity	0.7785	NPC150259
Intermediate Similarity	0.7784	NPC71037
Intermediate Similarity	0.7778	NPC78020
Intermediate Similarity	0.7772	NPC265576
Intermediate Similarity	0.7771	NPC248041
Intermediate Similarity	0.7771	NPC283219
Intermediate Similarity	0.7771	NPC126709
Intermediate Similarity	0.7771	NPC198988
Intermediate Similarity	0.7771	NPC34844
Intermediate Similarity	0.7766	NPC475288
Intermediate Similarity	0.7759	NPC267885
Intermediate Similarity	0.7758	NPC470823
Intermediate Similarity	0.775	NPC59084
Intermediate Similarity	0.775	NPC2949
Intermediate Similarity	0.7742	NPC22079
Intermediate Similarity	0.7727	NPC473762
Intermediate Similarity	0.7725	NPC285469
Intermediate Similarity	0.7722	NPC213629
Intermediate Similarity	0.7722	NPC218268
Intermediate Similarity	0.7722	NPC325252
Intermediate Similarity	0.7714	NPC284775
Intermediate Similarity	0.7713	NPC470500
Intermediate Similarity	0.7711	NPC141926
Intermediate Similarity	0.7709	NPC171171
Intermediate Similarity	0.7706	NPC271734
Intermediate Similarity	0.7702	NPC473868
Intermediate Similarity	0.7702	NPC63157
Intermediate Similarity	0.7692	NPC324149
Intermediate Similarity	0.7692	NPC122141
Intermediate Similarity	0.7688	NPC88097
Intermediate Similarity	0.7688	NPC470497
Intermediate Similarity	0.7677	NPC473587
Intermediate Similarity	0.7676	NPC473640
Intermediate Similarity	0.7676	NPC470499
Intermediate Similarity	0.7674	NPC317430
Intermediate Similarity	0.767	NPC270009
Intermediate Similarity	0.7669	NPC470440
Intermediate Similarity	0.7669	NPC285731
Intermediate Similarity	0.7665	NPC477815
Intermediate Similarity	0.7661	NPC42372
Intermediate Similarity	0.766	NPC98715
Intermediate Similarity	0.7657	NPC150048
Intermediate Similarity	0.7657	NPC203754
Intermediate Similarity	0.7654	NPC314002
Intermediate Similarity	0.7647	NPC225018
Intermediate Similarity	0.7644	NPC477611
Intermediate Similarity	0.7643	NPC473930
Intermediate Similarity	0.764	NPC220765
Intermediate Similarity	0.764	NPC469358
Intermediate Similarity	0.7634	NPC100321
Intermediate Similarity	0.7632	NPC54420
Intermediate Similarity	0.7628	NPC475428
Intermediate Similarity	0.7627	NPC24864

Drug Structure

NPD5069 OpenBabel08211706322D 32 34 0 0 0 0 0 0 0 0999 V2000 -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 -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 3.8301 -1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 0.4612 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 2.0981 -0.0388 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 4.6962 1.4612 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 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 2.9641 -2.5388 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 1.2321 -1.5388 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 2.0981 -1.0388 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 -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 5.5622 1.9612 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 6.4282 1.4612 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 3.8301 -3.0388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 2.9612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2942 1.9612 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 4.6962 -2.5388 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4282 3.4612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2942 2.9612 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 4 1 0 0 0 0 3 20 2 0 0 0 0 4 21 2 0 0 0 0 5 7 1 0 0 0 0 5 17 2 0 0 0 0 6 8 2 0 0 0 0 6 17 1 0 0 0 0 7 18 2 0 0 0 0 8 18 1 0 0 0 0 9 10 2 0 0 0 0 9 17 1 0 0 0 0 10 22 1 0 0 0 0 11 12 1 0 0 0 0 11 19 1 0 0 0 0 12 25 1 0 0 0 0 13 14 1 0 0 0 0 13 25 1 0 0 0 0 14 26 1 0 0 0 0 15 19 2 0 0 0 0 15 23 1 0 0 0 0 16 18 1 0 0 0 0 16 25 1 0 0 0 0 19 20 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 27 1 0 0 0 0 23 29 1 0 0 0 0 24 28 1 0 0 0 0 26 30 1 0 0 0 0 27 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000902; DCL001111
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6445533
ChEBI
CAS Number

Drug Properties

Molecular Weight	379.19
ALogP	-0.4023
MLogP	3.22
XLogP	4.634
HDA	4
HBD	4
Rotatable Bonds	12
TPSA	92.08
RO5 Violation	0