NPASS drugs

Drug Information

Drug ID:	NPD4361
Drug Name:	Riviciclib
Molecular Formula:	C21H20ClNO5
Canonical SMILES:	OCC1N(C)CCC1c1c(O)cc(c2c1oc(cc2=O)c1ccccc1Cl)O
Standard InCHI:	InChI=1S/C21H20ClNO5/c1-23-7-6-12(14(23)10-24)19-15(25)8-16(26)20-17(27)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8-9,12,14,24-26H,6-7,10H2,1H3
Standard InCHIKey:	QLUYMIVVAYRECT-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4361

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	214
0.1-0.2	1081
0.2-0.3	3016
0.3-0.4	8374
0.4-0.5	4434
0.5-0.6	6023
0.6-0.7	5681
0.7-0.8	2061
0.8-0.85	4
0.85-0.9	1
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	0.9382	NPC264938
High Similarity	0.8644	NPC129578
Intermediate Similarity	0.8352	NPC309692
Intermediate Similarity	0.8333	NPC469437
Intermediate Similarity	0.8152	NPC327005
Intermediate Similarity	0.8031	NPC83019
Intermediate Similarity	0.7979	NPC204580
Intermediate Similarity	0.7874	NPC271288
Intermediate Similarity	0.7853	NPC321896
Intermediate Similarity	0.7853	NPC476185
Intermediate Similarity	0.7841	NPC168085
Intermediate Similarity	0.7803	NPC282300
Intermediate Similarity	0.7797	NPC470461
Intermediate Similarity	0.7797	NPC317492
Intermediate Similarity	0.7784	NPC308200
Intermediate Similarity	0.7771	NPC224714
Intermediate Similarity	0.7765	NPC285623
Intermediate Similarity	0.776	NPC223384
Intermediate Similarity	0.7753	NPC29777
Intermediate Similarity	0.7753	NPC471115
Intermediate Similarity	0.7746	NPC159275
Intermediate Similarity	0.7746	NPC241100
Intermediate Similarity	0.774	NPC6511
Intermediate Similarity	0.774	NPC39195
Intermediate Similarity	0.774	NPC470460
Intermediate Similarity	0.774	NPC145467
Intermediate Similarity	0.7727	NPC474161
Intermediate Similarity	0.7727	NPC477955
Intermediate Similarity	0.7727	NPC476088
Intermediate Similarity	0.7727	NPC472629
Intermediate Similarity	0.7714	NPC11700
Intermediate Similarity	0.7714	NPC125894
Intermediate Similarity	0.7714	NPC85162
Intermediate Similarity	0.7714	NPC77794
Intermediate Similarity	0.7714	NPC107177
Intermediate Similarity	0.7714	NPC81697
Intermediate Similarity	0.7714	NPC223812
Intermediate Similarity	0.7714	NPC278249
Intermediate Similarity	0.7709	NPC290671
Intermediate Similarity	0.7709	NPC471675
Intermediate Similarity	0.7701	NPC110969
Intermediate Similarity	0.7697	NPC471114
Intermediate Similarity	0.7697	NPC39929
Intermediate Similarity	0.7697	NPC296030
Intermediate Similarity	0.7697	NPC5173
Intermediate Similarity	0.7697	NPC473016
Intermediate Similarity	0.7688	NPC96565
Intermediate Similarity	0.7688	NPC303633
Intermediate Similarity	0.7688	NPC78913
Intermediate Similarity	0.7688	NPC53181
Intermediate Similarity	0.7688	NPC55018
Intermediate Similarity	0.7688	NPC18260
Intermediate Similarity	0.7688	NPC220062
Intermediate Similarity	0.7688	NPC216978
Intermediate Similarity	0.7688	NPC301217
Intermediate Similarity	0.7688	NPC217186
Intermediate Similarity	0.7684	NPC300988
Intermediate Similarity	0.7684	NPC296998
Intermediate Similarity	0.7684	NPC237635
Intermediate Similarity	0.7684	NPC97716
Intermediate Similarity	0.7684	NPC473077
Intermediate Similarity	0.7684	NPC10990
Intermediate Similarity	0.7684	NPC201731
Intermediate Similarity	0.7684	NPC79469
Intermediate Similarity	0.7684	NPC24673
Intermediate Similarity	0.7684	NPC104406
Intermediate Similarity	0.767	NPC311144
Intermediate Similarity	0.767	NPC473015
Intermediate Similarity	0.767	NPC235217
Intermediate Similarity	0.767	NPC319752
Intermediate Similarity	0.767	NPC473013
Intermediate Similarity	0.767	NPC273538
Intermediate Similarity	0.767	NPC131568
Intermediate Similarity	0.767	NPC216538
Intermediate Similarity	0.767	NPC87486
Intermediate Similarity	0.767	NPC124780
Intermediate Similarity	0.767	NPC473014
Intermediate Similarity	0.767	NPC131579
Intermediate Similarity	0.767	NPC234629
Intermediate Similarity	0.767	NPC470890
Intermediate Similarity	0.767	NPC311741
Intermediate Similarity	0.767	NPC326500
Intermediate Similarity	0.7667	NPC31627
Intermediate Similarity	0.7667	NPC476238
Intermediate Similarity	0.7667	NPC327269
Intermediate Similarity	0.7657	NPC76338
Intermediate Similarity	0.7657	NPC324436
Intermediate Similarity	0.7657	NPC202981
Intermediate Similarity	0.7657	NPC226636
Intermediate Similarity	0.7657	NPC228504
Intermediate Similarity	0.7657	NPC166482
Intermediate Similarity	0.7657	NPC66515
Intermediate Similarity	0.7657	NPC324134
Intermediate Similarity	0.7657	NPC76372
Intermediate Similarity	0.7657	NPC1089
Intermediate Similarity	0.7657	NPC148757
Intermediate Similarity	0.7657	NPC328164
Intermediate Similarity	0.7657	NPC220998
Intermediate Similarity	0.7657	NPC64915
Intermediate Similarity	0.7657	NPC227579
Intermediate Similarity	0.7657	NPC223500
Intermediate Similarity	0.7657	NPC182852
Intermediate Similarity	0.7657	NPC194432
Intermediate Similarity	0.7657	NPC166934
Intermediate Similarity	0.7657	NPC32739
Intermediate Similarity	0.7657	NPC78
Intermediate Similarity	0.7657	NPC265040
Intermediate Similarity	0.7657	NPC306829
Intermediate Similarity	0.7657	NPC40833
Intermediate Similarity	0.7657	NPC167624
Intermediate Similarity	0.7657	NPC107572
Intermediate Similarity	0.7657	NPC296917
Intermediate Similarity	0.7657	NPC177354
Intermediate Similarity	0.7657	NPC125855
Intermediate Similarity	0.7657	NPC37496
Intermediate Similarity	0.7657	NPC11561
Intermediate Similarity	0.7657	NPC10937
Intermediate Similarity	0.7657	NPC161506
Intermediate Similarity	0.7654	NPC474735
Intermediate Similarity	0.7654	NPC61258
Intermediate Similarity	0.7654	NPC37348
Intermediate Similarity	0.7644	NPC144118
Intermediate Similarity	0.7644	NPC129853
Intermediate Similarity	0.7644	NPC204985
Intermediate Similarity	0.7644	NPC172250
Intermediate Similarity	0.7644	NPC215311
Intermediate Similarity	0.7644	NPC150522
Intermediate Similarity	0.7644	NPC219917
Intermediate Similarity	0.7644	NPC270883
Intermediate Similarity	0.7644	NPC213659
Intermediate Similarity	0.7644	NPC48624
Intermediate Similarity	0.7644	NPC261227
Intermediate Similarity	0.7644	NPC259166
Intermediate Similarity	0.7644	NPC284550
Intermediate Similarity	0.7644	NPC76445
Intermediate Similarity	0.7644	NPC80962
Intermediate Similarity	0.7644	NPC172986
Intermediate Similarity	0.7644	NPC326109
Intermediate Similarity	0.764	NPC135325
Intermediate Similarity	0.764	NPC266572
Intermediate Similarity	0.7634	NPC68850
Intermediate Similarity	0.763	NPC201395
Intermediate Similarity	0.7627	NPC67805
Intermediate Similarity	0.7627	NPC154217
Intermediate Similarity	0.7627	NPC54577
Intermediate Similarity	0.7627	NPC5820
Intermediate Similarity	0.7627	NPC178343
Intermediate Similarity	0.7627	NPC306488
Intermediate Similarity	0.7627	NPC470647
Intermediate Similarity	0.7627	NPC267375
Intermediate Similarity	0.7627	NPC299011
Intermediate Similarity	0.7627	NPC142405
Intermediate Similarity	0.7627	NPC127059
Intermediate Similarity	0.7627	NPC214774
Intermediate Similarity	0.7627	NPC20488
Intermediate Similarity	0.7627	NPC312973
Intermediate Similarity	0.7627	NPC475052
Intermediate Similarity	0.7627	NPC83357
Intermediate Similarity	0.7627	NPC285630
Intermediate Similarity	0.7627	NPC301276
Intermediate Similarity	0.7627	NPC195621
Intermediate Similarity	0.7627	NPC470458
Intermediate Similarity	0.7627	NPC111786
Intermediate Similarity	0.7627	NPC124729
Intermediate Similarity	0.7627	NPC470322
Intermediate Similarity	0.7627	NPC176229
Intermediate Similarity	0.7627	NPC88964
Intermediate Similarity	0.7627	NPC246948
Intermediate Similarity	0.7624	NPC213608
Intermediate Similarity	0.7624	NPC1477
Intermediate Similarity	0.7614	NPC257097
Intermediate Similarity	0.7614	NPC185276
Intermediate Similarity	0.7614	NPC150408
Intermediate Similarity	0.7614	NPC293053
Intermediate Similarity	0.7614	NPC175504
Intermediate Similarity	0.7614	NPC9117
Intermediate Similarity	0.7614	NPC214166
Intermediate Similarity	0.7614	NPC51887
Intermediate Similarity	0.7614	NPC24821
Intermediate Similarity	0.7614	NPC166138
Intermediate Similarity	0.7614	NPC91560
Intermediate Similarity	0.7614	NPC478086
Intermediate Similarity	0.7614	NPC310130
Intermediate Similarity	0.7614	NPC75049
Intermediate Similarity	0.7614	NPC18585
Intermediate Similarity	0.7614	NPC113770
Intermediate Similarity	0.7614	NPC164980
Intermediate Similarity	0.7614	NPC476178
Intermediate Similarity	0.7614	NPC143896
Intermediate Similarity	0.7614	NPC221432
Intermediate Similarity	0.7614	NPC149026
Intermediate Similarity	0.7614	NPC169591
Intermediate Similarity	0.7614	NPC190637
Intermediate Similarity	0.7614	NPC316816
Intermediate Similarity	0.7614	NPC212932
Intermediate Similarity	0.7614	NPC117836
Intermediate Similarity	0.7614	NPC39329
Intermediate Similarity	0.7614	NPC219915
Intermediate Similarity	0.7614	NPC475705
Intermediate Similarity	0.7614	NPC106985

Drug Structure

NPD4361 OpenBabel08211705262D 31 34 0 0 1 0 0 0 0 0999 V2000 0.6443 -3.3479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5411 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0280 -1.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9230 -1.5878 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 Cl 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 -0.7712 -1.9479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7222 -1.6389 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 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 5 1 0 0 0 0 4 11 2 0 0 0 0 5 13 2 0 0 0 0 6 7 1 0 0 0 0 6 12 1 0 0 0 0 7 23 1 0 0 0 0 8 15 2 0 0 0 0 8 16 1 0 0 0 0 9 17 1 0 0 0 0 9 18 2 0 0 0 0 10 14 1 0 0 0 0 10 24 1 0 0 0 0 11 13 1 0 0 0 0 11 18 1 0 0 0 0 12 14 1 0 0 0 0 12 19 1 0 0 0 0 13 22 1 0 0 0 0 14 23 1 0 0 0 0 15 19 1 0 0 0 0 15 25 1 0 0 0 0 16 20 2 0 0 0 0 16 26 1 0 0 0 0 17 20 1 0 0 0 0 17 27 2 0 0 0 0 18 28 1 0 0 0 0 19 21 2 0 0 0 0 20 21 1 0 0 0 0 21 28 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	401.10
ALogP	-1.646
MLogP	3
XLogP	2.087
HDA	3
HBD	3
Rotatable Bonds	8
TPSA	90.23
RO5 Violation	0