NPASS drugs

Drug Information

Drug ID:	NPD6180
Drug Name:
Molecular Formula:	C25H24FN3O2
Canonical SMILES:	Fc1ccc2c(c1)c(c[nH]2)C1=CCN(CC1)CCCCN1C(=O)c2c(C1=O)cccc2
Standard InCHI:	InChI=1S/C25H24FN3O2/c26-18-7-8-23-21(15-18)22(16-27-23)17-9-13-28(14-10-17)11-3-4-12-29-24(30)19-5-1-2-6-20(19)25(29)31/h1-2,5-9,15-16,27H,3-4,10-14H2
Standard InCHIKey:	NECJNLXOJRDELU-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6180

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	491
0.1-0.2	3671
0.2-0.3	11832
0.3-0.4	10764
0.4-0.5	1579
0.5-0.6	1252
0.6-0.7	918
0.7-0.8	356
0.8-0.85	22
0.85-0.9	4
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	0.9023	NPC470205
High Similarity	0.8778	NPC476460
High Similarity	0.8708	NPC308931
High Similarity	0.8708	NPC99939
High Similarity	0.858	NPC284775
Intermediate Similarity	0.8444	NPC477003
Intermediate Similarity	0.8306	NPC17059
Intermediate Similarity	0.8295	NPC471943
Intermediate Similarity	0.828	NPC304203
Intermediate Similarity	0.8272	NPC317701
Intermediate Similarity	0.8222	NPC11126
Intermediate Similarity	0.8197	NPC133003
Intermediate Similarity	0.8182	NPC326422
Intermediate Similarity	0.8156	NPC293216
Intermediate Similarity	0.8142	NPC228835
Intermediate Similarity	0.8125	NPC42372
Intermediate Similarity	0.8063	NPC220797
Intermediate Similarity	0.8063	NPC474318
Intermediate Similarity	0.8063	NPC268744
Intermediate Similarity	0.8063	NPC475914
Intermediate Similarity	0.8063	NPC201266
Intermediate Similarity	0.8063	NPC153123
Intermediate Similarity	0.8043	NPC21429
Intermediate Similarity	0.8021	NPC77241
Intermediate Similarity	0.8021	NPC269203
Intermediate Similarity	0.8021	NPC13456
Intermediate Similarity	0.8021	NPC166209
Intermediate Similarity	0.798	NPC72956
Intermediate Similarity	0.7978	NPC114637
Intermediate Similarity	0.7958	NPC227582
Intermediate Similarity	0.794	NPC153980
Intermediate Similarity	0.794	NPC6865
Intermediate Similarity	0.7935	NPC470677
Intermediate Similarity	0.7917	NPC131887
Intermediate Similarity	0.7901	NPC161861
Intermediate Similarity	0.7898	NPC135141
Intermediate Similarity	0.7898	NPC92796
Intermediate Similarity	0.7895	NPC288838
Intermediate Similarity	0.788	NPC16659
Intermediate Similarity	0.7876	NPC74413
Intermediate Similarity	0.7876	NPC477004
Intermediate Similarity	0.7865	NPC167710
Intermediate Similarity	0.7861	NPC141612
Intermediate Similarity	0.7861	NPC17273
Intermediate Similarity	0.7861	NPC94752
Intermediate Similarity	0.7861	NPC135601
Intermediate Similarity	0.7861	NPC53947
Intermediate Similarity	0.785	NPC471194
Intermediate Similarity	0.785	NPC471193
Intermediate Similarity	0.7835	NPC252338
Intermediate Similarity	0.7831	NPC324091
Intermediate Similarity	0.7826	NPC265710
Intermediate Similarity	0.7822	NPC471192
Intermediate Similarity	0.7809	NPC478185
Intermediate Similarity	0.7797	NPC318065
Intermediate Similarity	0.7797	NPC206819
Intermediate Similarity	0.779	NPC194411
Intermediate Similarity	0.7784	NPC88110
Intermediate Similarity	0.7784	NPC91179
Intermediate Similarity	0.7778	NPC473666
Intermediate Similarity	0.7778	NPC321708
Intermediate Similarity	0.7772	NPC59269
Intermediate Similarity	0.7772	NPC240088
Intermediate Similarity	0.7772	NPC473380
Intermediate Similarity	0.7771	NPC200214
Intermediate Similarity	0.7765	NPC478182
Intermediate Similarity	0.776	NPC294693
Intermediate Similarity	0.776	NPC469529
Intermediate Similarity	0.7755	NPC476073
Intermediate Similarity	0.7755	NPC260900
Intermediate Similarity	0.7749	NPC47190
Intermediate Similarity	0.7742	NPC191415
Intermediate Similarity	0.774	NPC216643
Intermediate Similarity	0.7735	NPC63751
Intermediate Similarity	0.7732	NPC67288
Intermediate Similarity	0.773	NPC213468
Intermediate Similarity	0.7704	NPC300183
Intermediate Similarity	0.7701	NPC102755
Intermediate Similarity	0.7697	NPC293487
Intermediate Similarity	0.7688	NPC477042
Intermediate Similarity	0.7684	NPC213629
Intermediate Similarity	0.7676	NPC68354
Intermediate Similarity	0.7668	NPC157828
Intermediate Similarity	0.7668	NPC195239
Intermediate Similarity	0.7667	NPC478184
Intermediate Similarity	0.7663	NPC275305
Intermediate Similarity	0.7663	NPC37423
Intermediate Similarity	0.7647	NPC73767
Intermediate Similarity	0.763	NPC314372
Intermediate Similarity	0.7629	NPC11445
Intermediate Similarity	0.7616	NPC190296
Intermediate Similarity	0.7614	NPC471944
Intermediate Similarity	0.7614	NPC470233
Intermediate Similarity	0.7611	NPC242116
Intermediate Similarity	0.7606	NPC117027
Intermediate Similarity	0.7602	NPC469783
Intermediate Similarity	0.7602	NPC469779
Intermediate Similarity	0.7602	NPC469780
Intermediate Similarity	0.7602	NPC469761
Intermediate Similarity	0.7602	NPC469767
Intermediate Similarity	0.7602	NPC469784
Intermediate Similarity	0.7602	NPC469768
Intermediate Similarity	0.76	NPC54420
Intermediate Similarity	0.7598	NPC56765
Intermediate Similarity	0.7582	NPC478183
Intermediate Similarity	0.7582	NPC56233
Intermediate Similarity	0.7581	NPC84827
Intermediate Similarity	0.7581	NPC14113
Intermediate Similarity	0.7581	NPC64436
Intermediate Similarity	0.7581	NPC145885
Intermediate Similarity	0.7574	NPC96102
Intermediate Similarity	0.7566	NPC110158
Intermediate Similarity	0.7558	NPC469766
Intermediate Similarity	0.7557	NPC24678
Intermediate Similarity	0.7557	NPC105818
Intermediate Similarity	0.7552	NPC154339
Intermediate Similarity	0.7544	NPC110126
Intermediate Similarity	0.7542	NPC286427
Intermediate Similarity	0.7542	NPC76982
Intermediate Similarity	0.7541	NPC78020
Intermediate Similarity	0.754	NPC176199
Intermediate Similarity	0.754	NPC215795
Intermediate Similarity	0.7539	NPC278434
Intermediate Similarity	0.7529	NPC84911
Intermediate Similarity	0.7529	NPC159856
Intermediate Similarity	0.7529	NPC105127
Intermediate Similarity	0.7529	NPC470440
Intermediate Similarity	0.7525	NPC162860
Intermediate Similarity	0.7525	NPC478158
Intermediate Similarity	0.7524	NPC477715
Intermediate Similarity	0.7513	NPC293917
Intermediate Similarity	0.7513	NPC138370
Intermediate Similarity	0.75	NPC32534
Intermediate Similarity	0.75	NPC41257
Intermediate Similarity	0.7488	NPC477714
Intermediate Similarity	0.7487	NPC111275
Intermediate Similarity	0.7486	NPC474561
Intermediate Similarity	0.7486	NPC143872
Intermediate Similarity	0.7486	NPC49954
Intermediate Similarity	0.7474	NPC216550
Intermediate Similarity	0.7473	NPC203468
Intermediate Similarity	0.7473	NPC21174
Intermediate Similarity	0.7473	NPC149155
Intermediate Similarity	0.7473	NPC271797
Intermediate Similarity	0.7473	NPC110500
Intermediate Similarity	0.7473	NPC317105
Intermediate Similarity	0.7472	NPC469760
Intermediate Similarity	0.7472	NPC325903
Intermediate Similarity	0.7472	NPC469786
Intermediate Similarity	0.7472	NPC25008
Intermediate Similarity	0.7472	NPC73952
Intermediate Similarity	0.7472	NPC259644
Intermediate Similarity	0.7472	NPC469765
Intermediate Similarity	0.7472	NPC469763
Intermediate Similarity	0.7471	NPC29886
Intermediate Similarity	0.7471	NPC261195
Intermediate Similarity	0.7462	NPC171317
Intermediate Similarity	0.7459	NPC279918
Intermediate Similarity	0.7447	NPC55772
Intermediate Similarity	0.7444	NPC469762
Intermediate Similarity	0.7436	NPC267343
Intermediate Similarity	0.7435	NPC15102
Intermediate Similarity	0.7433	NPC267885
Intermediate Similarity	0.7432	NPC115232
Intermediate Similarity	0.7432	NPC233380
Intermediate Similarity	0.743	NPC80597
Intermediate Similarity	0.743	NPC212376
Intermediate Similarity	0.743	NPC211572
Intermediate Similarity	0.743	NPC70922
Intermediate Similarity	0.743	NPC75540
Intermediate Similarity	0.7427	NPC478157
Intermediate Similarity	0.7418	NPC282231
Intermediate Similarity	0.7415	NPC473218
Intermediate Similarity	0.7415	NPC75634
Intermediate Similarity	0.7415	NPC470702
Intermediate Similarity	0.7413	NPC473376
Intermediate Similarity	0.7399	NPC238499
Intermediate Similarity	0.7399	NPC279081
Intermediate Similarity	0.7394	NPC237188
Intermediate Similarity	0.7391	NPC470731
Intermediate Similarity	0.7391	NPC470732
Intermediate Similarity	0.7389	NPC469785
Intermediate Similarity	0.7382	NPC165495
Intermediate Similarity	0.7382	NPC467063
Intermediate Similarity	0.7379	NPC470703
Intermediate Similarity	0.7377	NPC265100
Intermediate Similarity	0.7376	NPC471191
Intermediate Similarity	0.7366	NPC262338
Intermediate Similarity	0.7366	NPC82370
Intermediate Similarity	0.7363	NPC98715
Intermediate Similarity	0.7363	NPC44773
Intermediate Similarity	0.7363	NPC215584
Intermediate Similarity	0.736	NPC471655
Intermediate Similarity	0.736	NPC79356
Intermediate Similarity	0.736	NPC102592
Intermediate Similarity	0.7354	NPC126709
Intermediate Similarity	0.7354	NPC248041
Intermediate Similarity	0.7354	NPC283219
Intermediate Similarity	0.7345	NPC471957
Intermediate Similarity	0.7345	NPC469811

Drug Structure

NPD6180 OpenBabel08211709092D 32 36 0 0 0 0 0 0 0 0999 V2000 -3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0741 2.1473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2820 1.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 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 4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3799 1.7872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1230 2.4563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5388 0.5000 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 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9151 3.4344 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.5388 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 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 -0.2788 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2788 1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3479 -1.0878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 19 2 0 0 0 0 6 20 2 0 0 0 0 7 8 2 0 0 0 0 7 18 1 0 0 0 0 8 23 1 0 0 0 0 9 13 1 0 0 0 0 9 17 2 0 0 0 0 10 14 1 0 0 0 0 10 17 1 0 0 0 0 11 28 1 0 0 0 0 12 29 1 0 0 0 0 13 28 1 0 0 0 0 14 28 1 0 0 0 0 15 18 2 0 0 0 0 15 21 1 0 0 0 0 16 22 2 0 0 0 0 16 27 1 0 0 0 0 17 22 1 0 0 0 0 18 26 1 0 0 0 0 19 20 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 22 1 0 0 0 0 21 23 2 0 0 0 0 23 27 1 0 0 0 0 24 29 1 0 0 0 0 24 30 2 0 0 0 0 25 29 1 0 0 0 0 25 31 2 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000988
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9888211
ChEBI
CAS Number

Drug Properties

Molecular Weight	417.19
ALogP	-0.6876
MLogP	3.55
XLogP	4.057
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	56.41
RO5 Violation	0