NPASS drugs

Drug Information

Drug ID:	NPD3320
Drug Name:	Rucaparib
Molecular Formula:	C19H18FN3O
Canonical SMILES:	CNCc1ccc(cc1)c1[nH]c2c3c1CCNC(=O)c3cc(c2)F
Standard InCHI:	InChI=1S/C19H18FN3O/c1-21-10-11-2-4-12(5-3-11)18-14-6-7-22-19(24)15-8-13(20)9-16(23-18)17(14)15/h2-5,8-9,21,23H,6-7,10H2,1H3,(H,22,24)
Standard InCHIKey:	HMABYWSNWIZPAG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3320

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	443
0.1-0.2	3055
0.2-0.3	11926
0.3-0.4	11089
0.4-0.5	1821
0.5-0.6	1366
0.6-0.7	912
0.7-0.8	268
0.8-0.85	9
0.85-0.9	1
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	0.8514	NPC470205
Intermediate Similarity	0.8418	NPC133003
Intermediate Similarity	0.8232	NPC324091
Intermediate Similarity	0.8187	NPC476460
Intermediate Similarity	0.8156	NPC477003
Intermediate Similarity	0.8068	NPC293216
Intermediate Similarity	0.8066	NPC135601
Intermediate Similarity	0.8066	NPC141612
Intermediate Similarity	0.8066	NPC17273
Intermediate Similarity	0.8059	NPC76982
Intermediate Similarity	0.7956	NPC21429
Intermediate Similarity	0.7912	NPC308931
Intermediate Similarity	0.7912	NPC99939
Intermediate Similarity	0.791	NPC161861
Intermediate Similarity	0.7877	NPC284775
Intermediate Similarity	0.7874	NPC21174
Intermediate Similarity	0.7874	NPC271797
Intermediate Similarity	0.7845	NPC470677
Intermediate Similarity	0.7844	NPC470440
Intermediate Similarity	0.7829	NPC115232
Intermediate Similarity	0.7821	NPC151635
Intermediate Similarity	0.7797	NPC471943
Intermediate Similarity	0.7727	NPC71132
Intermediate Similarity	0.7727	NPC42372
Intermediate Similarity	0.7725	NPC79356
Intermediate Similarity	0.7725	NPC102592
Intermediate Similarity	0.772	NPC317701
Intermediate Similarity	0.7714	NPC214106
Intermediate Similarity	0.7713	NPC304203
Intermediate Similarity	0.7692	NPC91179
Intermediate Similarity	0.7692	NPC88110
Intermediate Similarity	0.7637	NPC11126
Intermediate Similarity	0.7611	NPC252572
Intermediate Similarity	0.7604	NPC477004
Intermediate Similarity	0.7594	NPC473666
Intermediate Similarity	0.7568	NPC228835
Intermediate Similarity	0.756	NPC63157
Intermediate Similarity	0.756	NPC473868
Intermediate Similarity	0.7558	NPC33421
Intermediate Similarity	0.7545	NPC312092
Intermediate Similarity	0.7526	NPC471944
Intermediate Similarity	0.7514	NPC194881
Intermediate Similarity	0.7487	NPC476073
Intermediate Similarity	0.7486	NPC114637
Intermediate Similarity	0.7462	NPC471191
Intermediate Similarity	0.7459	NPC191415
Intermediate Similarity	0.7443	NPC286427
Intermediate Similarity	0.7439	NPC475450
Intermediate Similarity	0.7435	NPC326422
Intermediate Similarity	0.7419	NPC117027
Intermediate Similarity	0.7409	NPC167710
Intermediate Similarity	0.7409	NPC227582
Intermediate Similarity	0.7401	NPC41257
Intermediate Similarity	0.7401	NPC56765
Intermediate Similarity	0.7401	NPC206819
Intermediate Similarity	0.7401	NPC318065
Intermediate Similarity	0.7394	NPC94752
Intermediate Similarity	0.7382	NPC47190
Intermediate Similarity	0.7382	NPC272458
Intermediate Similarity	0.7382	NPC472292
Intermediate Similarity	0.7378	NPC22079
Intermediate Similarity	0.7371	NPC131887
Intermediate Similarity	0.7371	NPC200214
Intermediate Similarity	0.7368	NPC329858
Intermediate Similarity	0.7365	NPC325252
Intermediate Similarity	0.7363	NPC6982
Intermediate Similarity	0.736	NPC215584
Intermediate Similarity	0.736	NPC44773
Intermediate Similarity	0.7358	NPC472293
Intermediate Similarity	0.7354	NPC17059
Intermediate Similarity	0.7351	NPC213468
Intermediate Similarity	0.7346	NPC250361
Intermediate Similarity	0.7344	NPC269886
Intermediate Similarity	0.7344	NPC472210
Intermediate Similarity	0.7344	NPC247735
Intermediate Similarity	0.7344	NPC81802
Intermediate Similarity	0.7344	NPC472295
Intermediate Similarity	0.7341	NPC477134
Intermediate Similarity	0.7341	NPC21605
Intermediate Similarity	0.7333	NPC201266
Intermediate Similarity	0.7333	NPC74413
Intermediate Similarity	0.7333	NPC268744
Intermediate Similarity	0.7333	NPC153123
Intermediate Similarity	0.7333	NPC475914
Intermediate Similarity	0.7333	NPC220797
Intermediate Similarity	0.7333	NPC474318
Intermediate Similarity	0.7326	NPC314372
Intermediate Similarity	0.7326	NPC102755
Intermediate Similarity	0.7317	NPC473587
Intermediate Similarity	0.7312	NPC469896
Intermediate Similarity	0.7312	NPC477042
Intermediate Similarity	0.731	NPC474116
Intermediate Similarity	0.731	NPC190296
Intermediate Similarity	0.7308	NPC194411
Intermediate Similarity	0.7306	NPC195239
Intermediate Similarity	0.7306	NPC157828
Intermediate Similarity	0.7305	NPC198988
Intermediate Similarity	0.7304	NPC322064
Intermediate Similarity	0.7302	NPC160381
Intermediate Similarity	0.7297	NPC234987
Intermediate Similarity	0.7296	NPC166209
Intermediate Similarity	0.7296	NPC269203
Intermediate Similarity	0.7296	NPC77241
Intermediate Similarity	0.7296	NPC13456
Intermediate Similarity	0.7296	NPC252338
Intermediate Similarity	0.7294	NPC238499
Intermediate Similarity	0.7294	NPC469779
Intermediate Similarity	0.7294	NPC59084
Intermediate Similarity	0.7294	NPC469761
Intermediate Similarity	0.7294	NPC469783
Intermediate Similarity	0.7294	NPC2949
Intermediate Similarity	0.7294	NPC469767
Intermediate Similarity	0.7294	NPC469780
Intermediate Similarity	0.7294	NPC469768
Intermediate Similarity	0.7294	NPC469784
Intermediate Similarity	0.7278	NPC90723
Intermediate Similarity	0.7277	NPC314333
Intermediate Similarity	0.7273	NPC475428
Intermediate Similarity	0.7268	NPC11445
Intermediate Similarity	0.7262	NPC218268
Intermediate Similarity	0.7259	NPC300183
Intermediate Similarity	0.7258	NPC219336
Intermediate Similarity	0.7257	NPC24678
Intermediate Similarity	0.7257	NPC53947
Intermediate Similarity	0.7257	NPC105818
Intermediate Similarity	0.7256	NPC473762
Intermediate Similarity	0.7251	NPC58268
Intermediate Similarity	0.7251	NPC114033
Intermediate Similarity	0.7251	NPC129412
Intermediate Similarity	0.7251	NPC101130
Intermediate Similarity	0.7251	NPC469766
Intermediate Similarity	0.7247	NPC299594
Intermediate Similarity	0.7245	NPC472297
Intermediate Similarity	0.7245	NPC472296
Intermediate Similarity	0.7241	NPC6865
Intermediate Similarity	0.7241	NPC153980
Intermediate Similarity	0.7238	NPC233380
Intermediate Similarity	0.7235	NPC73767
Intermediate Similarity	0.7229	NPC179365
Intermediate Similarity	0.7225	NPC111602
Intermediate Similarity	0.7225	NPC196251
Intermediate Similarity	0.7225	NPC102338
Intermediate Similarity	0.7225	NPC63199
Intermediate Similarity	0.7222	NPC162730
Intermediate Similarity	0.7222	NPC242116
Intermediate Similarity	0.7222	NPC260900
Intermediate Similarity	0.7219	NPC16659
Intermediate Similarity	0.7219	NPC84911
Intermediate Similarity	0.7216	NPC294693
Intermediate Similarity	0.7207	NPC135141
Intermediate Similarity	0.7207	NPC92796
Intermediate Similarity	0.7206	NPC31700
Intermediate Similarity	0.7204	NPC145885
Intermediate Similarity	0.7204	NPC14113
Intermediate Similarity	0.7204	NPC217372
Intermediate Similarity	0.7204	NPC84827
Intermediate Similarity	0.7204	NPC15573
Intermediate Similarity	0.7204	NPC183662
Intermediate Similarity	0.7204	NPC111275
Intermediate Similarity	0.72	NPC37548
Intermediate Similarity	0.7198	NPC56233
Intermediate Similarity	0.7198	NPC470509
Intermediate Similarity	0.7196	NPC110158
Intermediate Similarity	0.7194	NPC67288
Intermediate Similarity	0.7193	NPC115611
Intermediate Similarity	0.7192	NPC72956
Intermediate Similarity	0.7191	NPC184476
Intermediate Similarity	0.7189	NPC37423
Intermediate Similarity	0.7189	NPC275305
Intermediate Similarity	0.7189	NPC469529
Intermediate Similarity	0.7188	NPC472112
Intermediate Similarity	0.7186	NPC473930
Intermediate Similarity	0.7184	NPC288838
Intermediate Similarity	0.7182	NPC265100
Intermediate Similarity	0.7182	NPC472587
Intermediate Similarity	0.7181	NPC113626
Intermediate Similarity	0.7175	NPC259644
Intermediate Similarity	0.7175	NPC25008
Intermediate Similarity	0.7175	NPC200743
Intermediate Similarity	0.7175	NPC469763
Intermediate Similarity	0.7175	NPC469786
Intermediate Similarity	0.7175	NPC73952
Intermediate Similarity	0.7175	NPC469760
Intermediate Similarity	0.7175	NPC469765
Intermediate Similarity	0.7171	NPC477979
Intermediate Similarity	0.7168	NPC242556
Intermediate Similarity	0.7166	NPC176199
Intermediate Similarity	0.7166	NPC265710
Intermediate Similarity	0.7166	NPC55772
Intermediate Similarity	0.7166	NPC215795
Intermediate Similarity	0.7164	NPC477065
Intermediate Similarity	0.7163	NPC323969
Intermediate Similarity	0.716	NPC96102
Intermediate Similarity	0.716	NPC261195
Intermediate Similarity	0.716	NPC29886
Intermediate Similarity	0.7158	NPC78020
Intermediate Similarity	0.7151	NPC267885
Intermediate Similarity	0.715	NPC138370
Intermediate Similarity	0.7135	NPC80597
Intermediate Similarity	0.7135	NPC75540

Drug Structure

NPD3320 OpenBabel08211703112D 27 30 0 0 0 0 0 0 0 0999 V2000 6.1202 -3.3395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3569 -0.9125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5379 -2.6351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3623 -1.0170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5434 -2.7396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2919 -0.5351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7568 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3442 -1.8797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3261 -3.2810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9392 -1.6170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9446 -1.7215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9556 -1.9306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2396 -2.8743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2919 -1.2919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5351 -1.2919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4829 -2.6932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3784 -1.6987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9611 -2.0351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5351 -0.5351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0486 -3.4620 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.5270 -2.4260 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 1.4611 -2.9011 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4590 -0.1525 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5215 -2.3215 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3827 0.9239 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8678 -3.8147 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 4 1 0 0 0 0 2 11 2 0 0 0 0 3 5 2 0 0 0 0 3 11 1 0 0 0 0 4 12 2 0 0 0 0 5 12 1 0 0 0 0 6 7 1 0 0 0 0 6 14 1 0 0 0 0 7 22 1 0 0 0 0 8 13 2 0 0 0 0 8 15 1 0 0 0 0 9 13 1 0 0 0 0 9 16 2 0 0 0 0 10 11 1 0 0 0 0 10 21 1 0 0 0 0 12 18 1 0 0 0 0 13 20 1 0 0 0 0 14 17 1 0 0 0 0 14 18 2 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 23 1 0 0 0 0 18 23 1 0 0 0 0 19 22 1 0 0 0 0 19 24 2 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002606; DCL000416
DrugBank	DB12332
ChEMBL	CHEMBL1173055
IUPHAR/BPS	7736
PharmaGKB
KEGG Drug	D10079
PubChem CID	9931953; 9931954
ChEBI	134689
CAS Number	283173-50-2

Drug Properties

Molecular Weight	323.14
ALogP	-0.6148
MLogP	3
XLogP	2.714
HDA	4
HBD	3
Rotatable Bonds	5
TPSA	56.92
RO5 Violation	0