NPASS drugs

Drug Information

Drug ID:	NPD3961
Drug Name:	romergoline
Molecular Formula:	C20H22N4O2
Canonical SMILES:	OC1=NC(=O)CN(C1)C[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3
Standard InCHI:	InChI=1S/C20H22N4O2/c1-23-8-12(9-24-10-18(25)22-19(26)11-24)5-15-14-3-2-4-16-20(14)13(7-21-16)6-17(15)23/h2-5,7,12,17,21H,6,8-11H2,1H3,(H,22,25,26)/t12-,17-/m1/s1
Standard InCHIKey:	RJCXNCSJGRUWRW-SJKOYZFVSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3961

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	418
0.1-0.2	3445
0.2-0.3	15107
0.3-0.4	7562
0.4-0.5	1711
0.5-0.6	1306
0.6-0.7	911
0.7-0.8	393
0.8-0.85	26
0.85-0.9	11
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	0.8876	NPC194411
High Similarity	0.8837	NPC68354
High Similarity	0.8721	NPC275305
High Similarity	0.8721	NPC37423
High Similarity	0.8683	NPC206819
High Similarity	0.8683	NPC318065
High Similarity	0.8596	NPC94752
High Similarity	0.8588	NPC228835
High Similarity	0.8571	NPC11126
High Similarity	0.8571	NPC215795
High Similarity	0.8571	NPC176199
Intermediate Similarity	0.8462	NPC56765
Intermediate Similarity	0.8246	NPC41257
Intermediate Similarity	0.8242	NPC17059
Intermediate Similarity	0.8218	NPC49954
Intermediate Similarity	0.8218	NPC474561
Intermediate Similarity	0.8197	NPC213629
Intermediate Similarity	0.8187	NPC286427
Intermediate Similarity	0.8177	NPC165495
Intermediate Similarity	0.8171	NPC63751
Intermediate Similarity	0.815	NPC155444
Intermediate Similarity	0.8129	NPC51054
Intermediate Similarity	0.8103	NPC271734
Intermediate Similarity	0.8084	NPC314372
Intermediate Similarity	0.8081	NPC299594
Intermediate Similarity	0.8072	NPC190296
Intermediate Similarity	0.8046	NPC282231
Intermediate Similarity	0.804	NPC477714
Intermediate Similarity	0.8033	NPC15102
Intermediate Similarity	0.8033	NPC308931
Intermediate Similarity	0.8033	NPC99939
Intermediate Similarity	0.8011	NPC160105
Intermediate Similarity	0.8	NPC24678
Intermediate Similarity	0.8	NPC59269
Intermediate Similarity	0.8	NPC90723
Intermediate Similarity	0.8	NPC105818
Intermediate Similarity	0.8	NPC194640
Intermediate Similarity	0.7989	NPC279918
Intermediate Similarity	0.7979	NPC294693
Intermediate Similarity	0.797	NPC153980
Intermediate Similarity	0.797	NPC471193
Intermediate Similarity	0.797	NPC471194
Intermediate Similarity	0.797	NPC6865
Intermediate Similarity	0.7957	NPC95783
Intermediate Similarity	0.7951	NPC56109
Intermediate Similarity	0.7951	NPC191382
Intermediate Similarity	0.7947	NPC171317
Intermediate Similarity	0.7919	NPC72956
Intermediate Similarity	0.7912	NPC16659
Intermediate Similarity	0.7907	NPC469760
Intermediate Similarity	0.7907	NPC73952
Intermediate Similarity	0.7907	NPC469763
Intermediate Similarity	0.7907	NPC469786
Intermediate Similarity	0.7907	NPC259644
Intermediate Similarity	0.7907	NPC469765
Intermediate Similarity	0.7907	NPC25008
Intermediate Similarity	0.79	NPC477715
Intermediate Similarity	0.7895	NPC33421
Intermediate Similarity	0.7892	NPC73767
Intermediate Similarity	0.7892	NPC110126
Intermediate Similarity	0.7886	NPC44773
Intermediate Similarity	0.7886	NPC215584
Intermediate Similarity	0.7872	NPC47190
Intermediate Similarity	0.787	NPC159856
Intermediate Similarity	0.7865	NPC201700
Intermediate Similarity	0.7861	NPC211572
Intermediate Similarity	0.7861	NPC75540
Intermediate Similarity	0.7861	NPC70922
Intermediate Similarity	0.7861	NPC212376
Intermediate Similarity	0.7861	NPC80597
Intermediate Similarity	0.7857	NPC213468
Intermediate Similarity	0.7857	NPC265710
Intermediate Similarity	0.7853	NPC265576
Intermediate Similarity	0.7853	NPC473640
Intermediate Similarity	0.7844	NPC469783
Intermediate Similarity	0.7844	NPC469780
Intermediate Similarity	0.7844	NPC469768
Intermediate Similarity	0.7844	NPC469767
Intermediate Similarity	0.7844	NPC469784
Intermediate Similarity	0.7844	NPC469779
Intermediate Similarity	0.7844	NPC469761
Intermediate Similarity	0.7833	NPC314603
Intermediate Similarity	0.7829	NPC135141
Intermediate Similarity	0.7829	NPC92796
Intermediate Similarity	0.7816	NPC184476
Intermediate Similarity	0.7814	NPC91179
Intermediate Similarity	0.7812	NPC293917
Intermediate Similarity	0.7812	NPC100321
Intermediate Similarity	0.7809	NPC54988
Intermediate Similarity	0.7803	NPC200214
Intermediate Similarity	0.7802	NPC84827
Intermediate Similarity	0.7802	NPC14113
Intermediate Similarity	0.7802	NPC240088
Intermediate Similarity	0.7802	NPC473380
Intermediate Similarity	0.7802	NPC145885
Intermediate Similarity	0.7801	NPC229332
Intermediate Similarity	0.7798	NPC469766
Intermediate Similarity	0.7791	NPC53947
Intermediate Similarity	0.7778	NPC471957
Intermediate Similarity	0.7772	NPC233936
Intermediate Similarity	0.7771	NPC84911
Intermediate Similarity	0.7771	NPC469762
Intermediate Similarity	0.7771	NPC105127
Intermediate Similarity	0.7765	NPC470440
Intermediate Similarity	0.7761	NPC471192
Intermediate Similarity	0.776	NPC126709
Intermediate Similarity	0.776	NPC248041
Intermediate Similarity	0.776	NPC470499
Intermediate Similarity	0.7759	NPC38736
Intermediate Similarity	0.7733	NPC37548
Intermediate Similarity	0.7732	NPC475506
Intermediate Similarity	0.7727	NPC475990
Intermediate Similarity	0.7722	NPC280548
Intermediate Similarity	0.7719	NPC143872
Intermediate Similarity	0.7716	NPC54420
Intermediate Similarity	0.7714	NPC469785
Intermediate Similarity	0.7711	NPC29886
Intermediate Similarity	0.7711	NPC96102
Intermediate Similarity	0.7711	NPC261195
Intermediate Similarity	0.7709	NPC49217
Intermediate Similarity	0.7705	NPC151939
Intermediate Similarity	0.7705	NPC248454
Intermediate Similarity	0.7701	NPC325903
Intermediate Similarity	0.7701	NPC281094
Intermediate Similarity	0.7701	NPC474707
Intermediate Similarity	0.7697	NPC478182
Intermediate Similarity	0.7697	NPC478184
Intermediate Similarity	0.7697	NPC311276
Intermediate Similarity	0.7697	NPC472587
Intermediate Similarity	0.7692	NPC469938
Intermediate Similarity	0.7692	NPC155143
Intermediate Similarity	0.768	NPC470498
Intermediate Similarity	0.768	NPC470497
Intermediate Similarity	0.7665	NPC475288
Intermediate Similarity	0.7663	NPC283219
Intermediate Similarity	0.766	NPC204565
Intermediate Similarity	0.766	NPC317030
Intermediate Similarity	0.765	NPC280852
Intermediate Similarity	0.765	NPC267885
Intermediate Similarity	0.7638	NPC162860
Intermediate Similarity	0.7637	NPC161861
Intermediate Similarity	0.763	NPC187951
Intermediate Similarity	0.763	NPC124005
Intermediate Similarity	0.763	NPC321911
Intermediate Similarity	0.7622	NPC300688
Intermediate Similarity	0.7619	NPC65215
Intermediate Similarity	0.7619	NPC321708
Intermediate Similarity	0.7619	NPC173028
Intermediate Similarity	0.7616	NPC288838
Intermediate Similarity	0.7614	NPC473376
Intermediate Similarity	0.7612	NPC75726
Intermediate Similarity	0.7612	NPC31385
Intermediate Similarity	0.7612	NPC75634
Intermediate Similarity	0.7612	NPC110602
Intermediate Similarity	0.7602	NPC242556
Intermediate Similarity	0.7598	NPC40779
Intermediate Similarity	0.7596	NPC203468
Intermediate Similarity	0.7596	NPC110500
Intermediate Similarity	0.7596	NPC149155
Intermediate Similarity	0.7594	NPC477003
Intermediate Similarity	0.7584	NPC122141
Intermediate Similarity	0.7582	NPC6982
Intermediate Similarity	0.7572	NPC469811
Intermediate Similarity	0.7572	NPC201380
Intermediate Similarity	0.7572	NPC179787
Intermediate Similarity	0.7572	NPC21605
Intermediate Similarity	0.7571	NPC216643
Intermediate Similarity	0.7557	NPC470507
Intermediate Similarity	0.755	NPC478158
Intermediate Similarity	0.7543	NPC470233
Intermediate Similarity	0.7543	NPC216713
Intermediate Similarity	0.7542	NPC16667
Intermediate Similarity	0.754	NPC163055
Intermediate Similarity	0.7529	NPC279081
Intermediate Similarity	0.7528	NPC474880
Intermediate Similarity	0.7528	NPC221786
Intermediate Similarity	0.7528	NPC293487
Intermediate Similarity	0.7526	NPC167710
Intermediate Similarity	0.7514	NPC285469
Intermediate Similarity	0.7514	NPC63545
Intermediate Similarity	0.7513	NPC235684
Intermediate Similarity	0.7512	NPC281049
Intermediate Similarity	0.75	NPC23420
Intermediate Similarity	0.75	NPC325252
Intermediate Similarity	0.75	NPC303820
Intermediate Similarity	0.75	NPC106771
Intermediate Similarity	0.75	NPC271797
Intermediate Similarity	0.75	NPC317105
Intermediate Similarity	0.75	NPC21174
Intermediate Similarity	0.75	NPC205254
Intermediate Similarity	0.75	NPC470731
Intermediate Similarity	0.7485	NPC63157
Intermediate Similarity	0.7485	NPC473868
Intermediate Similarity	0.7471	NPC88097
Intermediate Similarity	0.747	NPC82295
Intermediate Similarity	0.7463	NPC223791
Intermediate Similarity	0.7463	NPC107077
Intermediate Similarity	0.7462	NPC52909
Intermediate Similarity	0.7462	NPC94211
Intermediate Similarity	0.7462	NPC300183

Drug Structure

NPD3961 OpenBabel08211704332D 28 32 0 0 1 0 0 0 0 0999 V2000 4.0943 1.3625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4531 -2.7691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6670 -2.3153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2390 -2.3153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0949 -1.4080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6666 0.4076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2388 0.4077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3085 -0.0466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4817 -1.4321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8275 -1.4324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6543 0.0004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3087 -0.9543 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.4529 -0.0461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6670 -1.4078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8809 -0.9540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2391 -1.4074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8807 -0.0463 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0002 -0.9551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8270 0.4777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4529 -0.9540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0250 -0.9536 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 4.0945 0.4074 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6545 -0.9547 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8268 -1.4328 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8268 1.4328 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9402 -1.1987 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6540 -0.9555 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 14 1 0 0 0 0 4 16 2 0 0 0 0 5 12 1 0 0 0 0 5 15 2 0 0 0 0 6 13 1 0 0 0 0 7 13 2 0 0 0 0 7 21 1 0 0 0 0 8 12 1 0 0 0 0 8 23 1 0 0 0 0 9 24 1 0 0 0 0 10 18 1 0 0 0 0 10 24 1 0 0 0 0 11 19 1 0 0 0 0 11 24 1 0 0 0 0 12 9 1 1 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 20 2 0 0 0 0 15 17 1 0 0 0 0 16 20 1 0 0 0 0 16 21 1 0 0 0 0 17 6 1 6 0 0 0 17 23 1 0 0 0 0 18 22 2 0 0 0 0 18 25 1 0 0 0 0 19 22 1 0 0 0 0 19 26 2 0 0 0 0 21 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013719
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	350.17
ALogP	-1.5453
MLogP	3
XLogP	1.054
HDA	6
HBD	2
Rotatable Bonds	4
TPSA	71.93
RO5 Violation	0